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Palladium-catalyzed [4 + 4] cycloaddition of 2-pyrones with 2-alkylidenetrimethylene carbonates: access to bridged eight-membered oxygen heterocycles

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00329B, Research Article
Huawei Lin, Biming Mao, Bing Han, Jiayi Luo, Yanqing Ge, Xuerui Zhang, Chang Wang, Hongchao Guo, Chunhao Yuan
A novel palladium-catalyzed [4 + 4] cycloaddition of 2-pyrones with 2-alkylidenetrimethylene carbonates has been developed for the synthesis of bridged eight-membered oxygen heterocycles in good yields and with excellent stereoselectivities.
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Neighboring group-directed asymmetric [2 + 2 + 2] cycloaddition to access C–N axially chiral indoles

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00042K, Research Article
Xuan Zhang, Qi Teng, Yanru Ren, Baitong Wei, Chen-Ho Tung, Zhenghu Xu
A Rh-catalyzed neighboring group-directed asymmetric [2 + 2 + 2] cycloaddition of 1,6-diynes and ynamides to generate C–N axially chiral indole derivatives has been developed.
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Computational insights into the synergistic interplay of ligand and fluorine effects in palladium-catalyzed regiodivergent decarboxylative allylic alkylation

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00147H, Research Article
Shiyu Wang, Hongli Wu, Xiangyang Tang, Genping Huang
DFT calculations were performed to investigate palladium-catalyzed decarboxylative allylic alkylation of allyl difluoro-β-ketoesters. The synergistic effects of ligand and fluorine substituents on regioselectivity were uncovered.
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Chiral guanidine catalyzed cyclization reactions of 1,3-enynes for lactone synthesis: switchable H-bond catalysis

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00374H, Research Article
Yongyan Zhang, Lichao Ning, Tianxin Zhu, Zheng Xie, Shunxi Dong, Xiaoming Feng, Xiaohua Liu
Cyclization and 1,4-conjugate addition/cyclization between 2-activated 1,3-enynes and azlactones were achieved with chiral guanidine-amides for enol-type activation to yield a range of δ-lactone derivatives.
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Sustainable synthesis of long-acting local anesthetics ropivacaine and levobupivacaine under batch and continuous flow via asymmetric hydrogenation

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00072B, Research Article
Zhi Yang, Hanlin Chen, Linxi Wan, Xinyi Feng, Lingshuang Ma, Pei Tang, Fen-Er Chen
A sustainable synthesis method was developed for long-acting local anesthetics, ropivacaine and levobupivacaine, using both batch and continuous flow processes via asymmetric hydrogenation.
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Synthesis of a helical boron-doped PAH by post-functionalization of 3,9-diboraperylene

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00421C, Research Article
Carina Mützel, Kazutaka Shoyama, Ana-Maria Krause, Frank Würthner
A doubly helical boron-doped polycyclic aromatic hydrocarbon was synthesized, which showed a low LUMO level, a high absorption coefficient and fluorescence (ΦF = 0.73), combined with a one-dimensional π–π stacking interaction in the solid state.
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Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D3QO02078A, Research Article
Yunqing Zhuang, Jin Zhang, Kai Yang, Gehua Bi, Xin Huang, Weimin Zhang
An efficient and novel method for the direct synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration has been developed.
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Enantioselective synthesis of 8-membered lactone derivatives via organocatalytic cascade reactions

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00148F, Research Article
Dong-Sheng Ji, Rui Zhang, Xu-Yan Han, Hai-Long Chai, Yucheng Gu, Xiu-Qin Hu, Peng-Fei Xu
The challenging 8-membered lactone derivatives bearing two vicinal chiral stereocenters were synthesized via a cascade reaction mediated by the chiral squaramide.
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Review of application of the I2 and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00396A, Review Article
Dong-Sheng Yang, Xiang-Long Chen, An-Xin Wu
The synthesis of small molecules and complex scaffolds is one of the most important topics in organic synthesis.
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Asymmetric [3 + 2] cycloaddition of donor–acceptor cyclopropanes with azadienes enabled by Brønsted base catalysis

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00002A, Research Article
Shu Li, Zhi-Hong Dong, Si-Yu Dan, Mei-Jun Zheng, Teng Long, Jie Zhan, Qing Zhou, Wen-Dao Chu, Quan-Zhong Liu
A chiral bifunctional Brønsted base-catalyzed enantioselective [3 + 2] cycloaddition of D–A cyclopropanes and azadienes is reported. The protocol features broad substrate scope, mild reaction conditions and high functional group tolerance.
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Organocatalytic formal [4 + 2] cycloaddition of o-quinone-methyl derivatives and 2-isocyanatomalonate diesters for the construction of chroman derivatives with adjacent quaternary chiral centers

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00141A, Research Article
Tong Xiong, Yi-Zhao Xu, Yao Wang, You-Cai Xiao, Fen-Er Chen
An asymmetric organocatalytic formal [4 + 2] cycloaddition/annulation cascade of ortho-quinone methides with 2-isocyanatomalonate diesters has been reported.
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Stereodivergent synthesis of chiral spiropyrazolones through Pd-catalyzed asymmetric sequential hydroalkylation of 1,3-enynes: unusual solvent effects on the enantioselectivity

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00358F, Research Article
Shan Wang, Long Li, Yifei Zheng, Luqing Li, Yingcheng Wang, Fangzhi Peng, Zhihui Shao
Chiral spiropyrazolones were constructed through Pd-catalyzed asymmetric sequential hydroalkylation of 1,3-enynes. Four stereoisomers could be obtained through substrate control and chiral ligand control.
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Vaska's complex–PMHS combination enabled mild and chemoselective reduction of sulfoxides to sulfides with low catalyst loading

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00312H, Research Article
Fang-Fang Xu, Zhong-Lei Ruan, Pei-Qiang Huang
We report a highly efficient, versatile, and chemoselective method for the catalytic reduction of sulfoxides to sulfides under mild conditions.
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Decarbonylative C(sp2)–C(sp2) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00305E, Research Article
Chen He, Zhiyong Song, Wei Yao, Rui Lin, Yuanhong Ma
Herein, we report a decarbonylative C(sp2)–C(sp2) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium and cobalt co-catalysis.
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Electrochemically dehydrogenative C(sp2)–H/S–H cross-coupling: efficient synthesis of ortho-aminophenyl thioglycoside derivatives

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00171K, Research Article
Li-Yan Hu, Li Zhu, Shen-Yuan Zhang, Yu-Xin Guo, Yuan Li, Jie Zhu, Lei Wu
A method has been reported for synthesizing aryl thioglycosides through direct electrocatalytic dehydrogenative C(sp2)–H/S–H cross-coupling.
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Blue light-mediated carbene transfer reaction of thioesters with diazoesters: efficient synthesis of tetrasubstituted Z-enol esters

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00265B, Research Article
Shuncheng Wang, Hua Zhang, Jin Yang, Dongfang Zhang, Xin-Ping Hui
An efficient metal-free, blue light-mediated carbene transfer reaction of thioesters with diazoesters has been achieved. This protocol produced tetrasubstituted Z-enol esters containing arylsulfur groups in good yields under mild conditions.
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Triazatriangulenium salts – hosts and guests in supramolecular assemblies in solution

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00500G, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Sayan Sarkar, Michael Böck, Agnes Uhl, Aleksandr Agafontsev, Jürgen Schatz, Evgeny A. Kataev
Self-assembly of triangulenium dyes bearing C3-C8 substituents and their interaction with aromatic compounds and cyclophanes were studied in solution.
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Cyclization reactions of 1,6-dienes and 1,6-enynes by dual cobalt photocatalysis

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00311J, Research Article
Pei-Ting Li, Zi-Fa Shi, Wei Yu
Two triphenylamine-derived organophotocatalysts were developed. Their photocatalytic capacity was exploited to enable the [CoIII]-H-mediated cycloisomerization of 1,6-dienes and reductive cyclization of 1,6-enynes under visible light irradiation.
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Iodine-catalyzed intermolecular 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00246F, Research Article
Jian Ji, Xuwen Chen, Zongjing Hu, Cong Guan, Jinhua Liu, Yaqi Deng, Shunying Liu
Iodine-catalyzed 1,2-thio (seleno)amination of alkenes via direct N- and C-centered radical cross-coupling was established to elicit highly regioselective β-triazolized thioalkyl compounds.
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Nickel metallaphotoredox-catalyzed C–O bond activation/Csp2–Csp3 coupling enabled by phosphine

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00310A, Research Article
Jiaxi Fang, Ziheng Jian, Huan Liu, Yuting Wang, Xianbo Yu, Zehuai Mou, Huifei Wang
A novel and general nickel/photoredox dual catalysis platform for benzyl alcohol C–O bond activation/Csp2–Csp3 cross coupling of benzothiazolyl bromide and free alcohol, enabled by the catalytic generation of an alkyl radical, is reported.
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Electrochemical switching in mechanically interlocked molecules (MIMs)

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00061G, Review Article
Ayush Bhadani, Murugavel Kathiresan
Mechanically interlocked molecules (MIMs) which include rotaxanes and catenanes are formed by the mechanical linking of two or more components and has the ability to switch between different states in the presence of an external stimuli.
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Spiro-centre substitution effects in the intramolecular spin–spin interactions of spirobiacridine diradicals

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00419A, Research Article
Open Access
Shinichi Ogawa, Takuya Kanetomo, Masaya Enomoto
Spirodiradicals with the Si and Ge spiro atoms exhibit a S = 1 state. The magnetic interaction in the Si derivative was found to be lower than that in the Ge derivative, implying a negative effect on σ*(Si–Cα)–π* hyperconjugation.
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Three-component Friedel–Crafts-type difunctionalization of ynamides with (hetero)arenes and iodine(III) electrophile

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00489B, Research Article
Open Access
Jun Kikuchi, Toya Nagata, Shingo Ito, Naohiko Yoshikai
A three-component Friedel–Crafts type difunctionalization of ynamides with an iodine(III) electrophile and electron-rich (hetero)arenes has been developed, enabling regio- and stereoselective synthesis of densely functionalized enamides.
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Metal-Free Cascade O-H Double Insertion Between I(III)/S(VI)-Ylides, Carboxylic Acids, and Alcohols: Modular Access to Unsymmetrical α,α-O,O-Substituted Ketones

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Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00453A, Research Article
Shang-Shi Zhang, Jiaohang Wei, Wen-Xuan Zou, Qiong Hu, Mei-Zhu Bao, Dan-Ting Shen, Lin Xiao, Jia-Lin Song, Xiang Liu
The synthesis of unsymmetrical α,α-O,O-substituted ketones via O-H double insertion is appealing but remains constrained due to the lack of compatible coupling partners or uncontrollable selectivity. Herein, we present a...
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Correction: Stereodivergent and enantioselective total syntheses of isochaetominines A–C and four pairs of isochaetominine C enantiomers: a six-step approach

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO90034K, Correction
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Zhong-Yi Mao, Hui Geng, Tian-Tian Zhang, Yuan-Ping Ruan, Jian-Liang Ye, Pei-Qiang Huang
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Visible-light-mediated catalyst-free synthesis of trifluoromethyl(spiro)-epoxides bearing contiguous quaternary centers

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Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00184B, Research Article
Jingchuan Lin, Yu Zhang, Jinxin Wang, Xinyu Han, Shenglan Zhu, Tong Li, Yanping Zhu, Wei-Dong Zhang
Herein, we describe a non-covalent complex-mediated epoxidation strategy that can yield highly selective central spiro-epoxides by irradiation with visible light without the need for catalyst addition.
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Base-induced azofluoroalkylation of unactivated alkenes via halogen atom transfer

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Org. Chem. Front., 2024, 11,2161-2170
DOI: 10.1039/D3QO02114A, Research Article
Jing Zhang, Yanchuang Zhao, Yu-Yi Zhu, Peng Lei, Hanru Liu, Chang-Sheng Wang, Shuya Xing, Yong Liu, Shao-Fei Ni, Thomas Castanheiro, Li-Wen Xu, Xinxin Shao
A base-induced three-components coupling employing unactivated alkenes, fluoroalkyl iodides and diazonium salts under mild reaction conditions has been developed.
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Sulfamide instead of urea in Biginelli reaction: from black box to reality

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Org. Chem. Front., 2024, 11,2155-2160
DOI: 10.1039/D3QO01926H, Research Article
Alexander Yu. Lyapunov, Andriy V. Tarnovskiy, Sergey Yu. Boron, Eduard B. Rusanov, Galyna P. Grabchuk, Dmytro M. Volochnyuk, Serhiy V. Ryabukhin
The scope and limitations of the classical Biginelli reaction have been expanded to principally novel substrates: sulfamide and its monosubstituted analogues.
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Unprecedented single-electron-transfer reduction-based N → C acyl migration reactions of imides enabled by redox-neutral photocatalysis

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Org. Chem. Front., 2024, 11,2344-2350
DOI: 10.1039/D3QO01955A, Research Article
Linge Huai, Li Zhang, Zhentao Wang, Yewen Fang
N → C acyl migration: in the absence of a base, redox-neutral photocatalyzed acyl migration reactions have been realized via the reaction of N-vinylimides with alkyl radicals derived from alkyl silicates.
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Stereoselective skeletal modification of tryptanthrins to install chiral piperidine-2-ones enabled by Brønsted acid catalysis

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Org. Chem. Front., 2024, 11,2171-2177
DOI: 10.1039/D3QO02029K, Research Article
Rong Zeng, Xiang Zhang, Yuan-Yuan Lei, Zhuo-Zhuo Zhang, Min Jiang, Qing-Zhu Li, Jun-Long Li, Bo Han
An asymmetric formal [4 + 2] cyclisation between azlactones and aza-dienes derived from simple tryptanthrins has been developed. With this established protocol, yielding a series of novel piperidine-2-one-fused tryptanthrins with up to >99 : 1 er under mild conditions.
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Iron(III)/quinoxaline-derived N,N-ligand catalyzed oxygen transfer reaction of N-vinyl nitrones through selective 4π-electrocyclization and N–O bond cleavage

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Org. Chem. Front., 2024, 11,2277-2282
DOI: 10.1039/D3QO01999C, Research Article
Yan-Jiao Lu, Feng-Lan Lu, Jin-Qi Zhang, Chun-Hua Chen, Cui Liang, Xiao-Pan Ma, Dong-Liang Mo
We describe an iron(III)/quinoxaline-derived N,N-ligand promoted O-transfer reaction of N-vinyl nitrones through selective O-4π-electrocyclization and N–O bond cleavage to prepare a variety of 2,5-dihydrooxazoles in good yields.
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Synthesis of benzothiophenes via sulfonium-[3,3]-rearrangement of aryl sulfoxides with allenenitriles

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Org. Chem. Front., 2024, 11,2208-2214
DOI: 10.1039/D4QO00121D, Research Article
Lei Zhang, Kun Wan, Huanhuan Wang, Mengyao Wang, Ao Cui, Xin Huang, Bo Peng
A facile synthesis of benzothiophenes from readily available aryl sulfoxides and allenenitriles has been established through sulfonium-rearrangement triggered cyclization.
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Dynamic kinetic resolution of α-F-β-ketone amides (esters) via Ir/f-diaphos-catalyzed asymmetric hydrogenation

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Org. Chem. Front., 2024, 11,2201-2207
DOI: 10.1039/D4QO00125G, Research Article
Pengtao Yang, Dingguo Song, Lingxin Chen, Xianghua Zhao, Yirui Chen, Feiyang Shen, Fei Ling, Weihui Zhong
Highly reactive and highly stereoselective asymmetric hydrogenation of α-F-β-ketone amides (esters) via Ir/f-diaphos-catalyzed dynamic kinetic resolution is reported.
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Deoxygenation of N-heterocyclic N-oxides using isopropanol as a recyclable reductant

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Org. Chem. Front., 2024, 11,2249-2268
DOI: 10.1039/D4QO00208C, Research Article
Ho Kyeong Ryu, Yun Do Song, Jun Hee Lee
An organic photoredox-based recyclable strategy that facilitates the chemoselective deoxygenation of various functionalised N-heterocyclic N-oxides is presented.
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A formal (3 + 2) annulation–Cannizzaro cascade of bifunctional peroxides for the synthesis of dihydrofurans

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Org. Chem. Front., 2024, 11,2215-2219
DOI: 10.1039/D4QO00215F, Research Article
Yiwei Chen, Min Gao, Qianlan Xu, Jiumeng Zhang, Lin Hu
Tunable tandem processes of bifunctional peroxides allow the divergent construction of functionalized dihydrofurans and epoxides by simply changing the basic conditions.
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Synthesis of enantiopure 1,2,3-triazolylidene-type mesoionic carbene (MIC) conjugate acids featuring a rigid bicyclic scaffold

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Org. Chem. Front., 2024, 11,2178-2181
DOI: 10.1039/D4QO00269E, Research Article
Vojtěch Dočekal, Mohand Melaimi, Simona Petrželová, Jan Veselý, Xiaoyu Yan, Guy Bertrand
Chiral NHCs have found numerous applications as ligands for transition metals and in their own right for asymmetric catalysis. We report a synthetic route from L-malic acid to enantiopure 1,2,3-triazoliums with the chiral center in a fused ring.
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Iridium-catalyzed reductive γ-lactonization of ortho-acylbenzoic acids in water: sustainable access to phthalides

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Org. Chem. Front., 2024, 11,2220-2230
DOI: 10.1039/D3QO02019C, Research Article
Yang Chen, Jingyu Zhang, Hongguang Du, Renshi Luo, Jiaxi Xu, Zhanhui Yang
Iridium-catalyzed reductive γ-lactonization of ortho-acylbenzoic acids in water provides a practical and sustainable route to phthalides.
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Rhodium-catalyzed C–C bond alkenylation and arylation of α-branched N-sulfonyl amines

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Org. Chem. Front., 2024, 11,2182-2188
DOI: 10.1039/D3QO02140H, Research Article
Lun Xu, Yucheng Liu, Hang Shi, Lun Li
In this work, we described a rhodium-catalyzed C–C bond cleavage of α-branched amines via β-carbon elimination, then formed a five-membered rhodacycle intermediate, which can be captured by styrene(alkenylation) or silane(arylation).
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Visible light/copper catalysis enabled Heck-like coupling between alkenes and cyclic sulfonium salts via selective C–S bond cleavage

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Org. Chem. Front., 2024, 11,2195-2200
DOI: 10.1039/D3QO02009F, Research Article
Xianqin Liu, Xufeng Li, Linyuan Wang, Yongjia Shi, Jian Lv, Daoshan Yang
A Heck-like coupling of cyclic sulfonium salts with alkenes via selective C–S bond cleavage using a copper complex as a photosensitizer through a visible-light-driven redox-neutral process has been developed.
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Electrode-switchable: exploring this new strategy to achieve regiodivergent azidoiodination of alkenes

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Org. Chem. Front., 2024, 11,2189-2194
DOI: 10.1039/D3QO01935G, Research Article
Xin-Lei Sun, Chen-Xi Xia, Yue Ren, Yu-Jin Li, Zhi-Qian Cao, Ling-Guo Meng
An “electrode-switchable” organic electrochemistry method for the azidoiodination of alkenes, where the choice of anode dictates the regiodivergent alkene azidoiodination, reveals a novel pathway for controlled regioisomers.
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Selective photochemical synthesis of primary arylamines and symmetric diarylamines via amination of aryl bromides using Ni(NH3)6Cl2 as a nitrogen source and catalyst

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Org. Chem. Front., 2024, 11,2313-2318
DOI: 10.1039/D4QO00116H, Research Article
Zhehui Xu, Jianyang Dong, Geyang Song, Fuqiang Kong, Gang Li, Dong Xue
The selective synthesis of primary arylamines and diarylamines via coupling reactions with ammonia as a nitrogen source is still challenging.
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Photo-induced catalyst-free formal carbon insertion of acylsilanes into B–B and B–Si bonds

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Org. Chem. Front., 2024, 11,2339-2343
DOI: 10.1039/D4QO00139G, Research Article
Xiongxiong Lu, Qingbin Zhao, Hao Zhang, Pan Xu, Xuenian Chen, Zhenxing Liu
A formal carbon insertion of acylsilanes into B–B and B–Si bonds has been developed. The in situ formed siloxycarbene under blue LED irradiation worked as the intermediate for the reaction. When 2-furyl and 2-thiophenyl acylsilanes were used, the B(pin) ring was enlarged to a six-membered ring.
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Origin of site-selectivity of hydrogen atom transfer in carbohydrate C–H alkylations via photoredox catalysis

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Org. Chem. Front., 2024, 11,2269-2276
DOI: 10.1039/D4QO00073K, Research Article
Yujie Ji, Lingfei Hu, Han Gao, Yan-Bo Wu, Xiangying Lv, Gang Lu
Two major factors, i.e., C–H σ orbital energy and C–H BDE, account for the HAT site-selectivity of carbohydrates with the quinuclidine radical cation.
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Electron donor–acceptor complex photoactivation for deaminative alkynylation, alkenylation and allenylation: a comprehensive study

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Org. Chem. Front., 2024, 11,2231-2240
DOI: 10.1039/D4QO00177J, Research Article
Romain Lapierre, Lina Truong, Matthieu Hedouin, Hassan Oulyadi, Bruno Schiavi, Alexandre Jean, Philippe Jubault, Thomas Poisson
Herein, we disclose our study toward photoinduced deaminative alkynylation, alkenylation and allenylation.
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Fe-catalyzed B–H and Si–H insertion reactions of gem-dihaloalkanes

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Org. Chem. Front., 2024, 11,2241-2248
DOI: 10.1039/D4QO00136B, Research Article
Xinyu Wang, Zhaobin Wang
We present an approach involving Fe-catalyzed B–H and Si–H insertion of gem-dichloroalkanes. In contrast to previous strategies, our method uses gem-dihaloalkanes as non-stabilized carbene precursors and operates through a radical reaction pathway.
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Frustrated Lewis pair chemistry of alkynes

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Org. Chem. Front., 2024, 11,2375-2396
DOI: 10.1039/D4QO00217B, Review Article
Jing Guo, Maying Yan, Douglas W. Stephan
This review is focused on the chemistry of frustrated Lewis pairs (FLPs) with alkynes and surveys the range of stoichiometric and catalytic reactions enabled by this concept.
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A dearomatization–rearomatization strategy for construction of 4H-quinolizin-4-ones via C–H bond functionalization of pyridines

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Org. Chem. Front., 2024, 11,2319-2325
DOI: 10.1039/D3QO01990J, Research Article
Dong Qiu, Yijin Su
Herein, the synthesis of 4H-quinolizin-4-ones from N-(2-methoxy-2-oxoethyl) pyridinium salts and alkenes through dearomative cycloaddition and rearomative ring expansion has been developed.
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Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines

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Org. Chem. Front., 2024, 11,2306-2312
DOI: 10.1039/D4QO00035H, Research Article
Wenxuan Jiang, Xiang Liu, Chuanying Zhu, Meiyi Chen, Weidan Li, Hua Cao
Regioselective electrochemical C–H sulfonylation–bromination between indolizines, sodium sulfinates, and KBr has been established in an undivided cell, in which KBr serves as both the brominating agent and electrolyte.
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Electrochemical remote C(sp3)–H thiocyanation

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Org. Chem. Front., 2024, 11,2283-2288
DOI: 10.1039/D4QO00032C, Research Article
Xinyu Pang, Hui He, Xiangrui Meng, Linbao Zhang, Shaofei Ni, Ming Li, Weisi Guo
An electrochemical thiocyanation of distal C(sp3)–H bonds based on amidyl radical-mediated 1,5-HAT has been developed. The transformation is highly site-selective and compatible with primary, secondary, and tertiary sulfonamides, and bioactive derivatives.
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Photoinduced alkylation of pyrazolones via β-scission of unstrained aliphatic alcohol derivatives

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Org. Chem. Front., 2024, 11,2289-2296
DOI: 10.1039/D4QO00077C, Research Article
Xinxin Geng, Pan Tao, Yujun Li, Ke Zheng
An efficient radical approach was reported for the transformation of unstrained aliphatic alcohols through the β-scission of alkoxyl radicals.
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