b

Pyrrolylsulfonium salts: stable, accessible and versatile pseudohalides for Stille couplings

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01793E, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Jodie L. Hann, Catherine L. Lyall, Gabriele Kociok-Köhn, Simon E. Lewis
Pyrroles functionalised with a thianthrenium or diphenylsulfonium group undergo Stille couplings with aryl or alkynyl stannanes in good yields, avoiding the issues of instability that can hamper the use of the analogous pyrrolyl halides.
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b

All-thiophene dendrimers based on cyclooctatetrathiophene: synthesis and aggregation-induced emission (AIE) features

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01525H, Research Article
Pengfei Wang, Chunmei Zhao, Shuai Qiu, Wan Xu, Chunli Li, Zhiying Ma, Wei Cao, Li Xu, Hua Wang
A novel class of all-thiophene dendrimers with obvious AIE emissions was designed and synthesized based on saddle-shaped cyclooctatetrathiophene (COTh) as building blocks.
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b

State-of-the-art strategies for Lewis acid-catalyzed strain-release cycloadditions of bicyclo[1.1.0]butanes (BCBs)

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01741B, Review Article
Xiang Liu, Jiawei He, Keyu Lin, Xingyue Wang, Hua Cao
This review primarily focuses on the latest developments in Lewis acid-catalyzed strain-release cycloaddition reactions of BCBs.
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b

Multi-step chirality transfer and racemization kinetics of pillar [5]arenes by tuning the halogen substituents on the rims

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01799D, Research Article
Lizhi Fang, Xiaowen Guan, Yanling Shen, Dayang Zhou, Long Chen, Xiaochuan Chen, Wanhua Wu, Leyong Wang, Cheng Yang
Halogen-substituted pillar[5]arenes exhibited hindered hydroquinone subunit flipping, enabling enantioseparation.
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b

C–H acylation as an enabling tool to tag phenolic drugs

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01505C, Research Article
Open Access
Carlota Girón-Elola, Arkaitz Correa
A Pd-catalyzed directed C–H acylation of a collection of intricate phenol-containing compounds with ethanol and other alcohols and aldehydes is reported.
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b

Visible-light heterogeneous photocatalysis with an ionic porous organic polymer (IPOP): synthesis of β-keto sulfoxides and benzothiophene diesters by tandem radical addition–oxidation reactions

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01382D, Research Article
Ajay Kumar Sahoo, Parag Tamuly, Jarugu Narasimha Moorthy
An IPOP, constructed constructed from cyanuric chloride and the readily accessible 2,5-di(pyridin-4-yl)thiazolo[5,4-d]thiazole (BpyTzTz), is shown to exhibit excellent visible light absorption and serve as a metal-free heterogeneous photocatalyst.
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b

Unravelling the different pathways of cyclohexene oxidation via a peroxyl radical generated from tert-butyl hydroperoxide (TBHP) by various metal salts

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01681E, Research Article
Lu-Jian Zhou, Xiao-Hui Liu, Han-Wen Zhang, Can Xue, Han-Kang Zhong, Xian-Tai Zhou
Two different mechanisms were obtained in the selective oxidation of cyclohexene catalyzed by CuCl2 and VCl3 respectively in presence of TBHP. The two opposed mechanisms are mainly caused by the roles of the t-BuOO˙ radical in catalytic oxidations.
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b

Intermediate diradical character and thermal cis–trans isomerization of near-infrared absorbing thionated squaraine dyes

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01722F, Research Article
Open Access
Taishi Oka, Takeshi Maeda, Daisuke Sakamaki, Naoya Suzuki, Shigeyuki Yagi, Shintaro Kodama, Hideki Fujiwara
Near-infrared absorbing squaraine dyes incorporating 4-membered thionated oxocarbon and chalcogenopyrylium moieties exhibit intermediate diradical character, which impacts thermal cis–trans isomerization.
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b

Synergy of prediction rule and total synthesis in solving the stereochemical puzzle of eucalactam B

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01777C, Research Article
Chenqi Wang, Junyang Liu, Tao Ye
The absolute configurations of the fungal-derived reduced polyketide eucalactam B were initially predicted using the “Biochemistry-based rule” and later confirmed through its first successful total synthesis.
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b

Palladium-catalyzed hydrocarbonylative cross-coupling with two different alkenes

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01312C, Research Article
Yi Chen, Jianing Wu, Yongzheng Ding, Hanmin Huang
Transition metal-catalyzed hydrocarbonylation of alkenes has been widely studied; however, the hydrocarbonylation reaction that took place between two alkenes has been largely unexplored.
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b

I2-Promoted oxidative annulation of three different amines to access diverse biheteroaryls

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01801J, Research Article
Guangping Fan, Penghui Cao, Fang Bai, Yanyan Yin, Xueyan Hou, Yani Liu, Zhenzhen Xing, Yanhui Wang, Tangqiang Sun, Qinghe Gao
An I2-promoted oxidative annulation of three different amines enables the assembly of nonsymmetrical 2,2'-biquinolines and related bis-azines through a [4π + 2σ] annulation reaction.
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b

HSAB theory guiding electrophilic substitution reactions of o-carborane

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01546K, Research Article
Yan Wang, Yi-Ge Li, Feijing Chen, Yan-Na Ma, Xuenian Chen
Herein, we systematically compared the reactivity of o-carborane and benzene toward different electrophiles and explained the results with the HSAB principle.
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b

Mechanistic insight into the dehydrogenation reaction catalyzed by an MLC catalyst with dual ancillary ligand sites

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01767F, Research Article
Gui-Xiang Zhou, Cheng Hou
This study reveals a mechanism in which a ruthenium complex catalyst improves catalytic efficiency and lowers the energy barrier in the dehydrogenation of benzyl alcohol by dynamically switching ligand sites.
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b

Metal-free visible-light-induced borylative/silylative pyridylation of vinylarenes

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01702A, Research Article
Yiting Zhou, Bin Liu
We present a metal-free and mild three-component reaction involving vinylarenes, NHC–BH3 complexes, hydrosilanes, and 4-cyanopyridine. Remarkably, this reaction was performed with simple and inexpensive benzophenone.
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b

Palladium-catalyzed synthesis of indene-1-acetates via sequential double carbopalladation and aryloxycarbonylation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01570C, Research Article
Fei Sun, Yiyi Zheng, Zhongyao Jiang, Mingxia Wu, Zeng Lv, Hongsen Ji, Xin-Xing Wu
A novel palladium-catalyzed cascade reaction of o-iodostyrenes, internal alkynes and formates to access various indene-1-acetates through sequential double carbopalladation and aryloxycarbonylation under a palladium/air system was developed.
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b

Synthesis of bambusurils with perfluoroalkylthiobenzyl groups as highly potent halide receptors

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01746C, Research Article
Open Access
Matúš Chvojka, Hennie Valkenier, Vladimír Šindelář
Four new fluorinated bambusuril macrocycles were prepared to show exceptional high binding affinity towards halide anions in acetonitrile.
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b

Photocatalytic arylation/alkylation of olefins/alkynes via halogen-atom transfer mediated by NHC-BH3

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01562B, Research Article
Xinhan Li, Yao Zhong, Fengsong Tan, Yusong Fei, Xiaohan Zhao, Jianbin Xu, Baomin Fan
A versatile method for radical reductive cross-coupling of iodides and activated olefins under mild conditions, facilitated by NHC-BH3 through photocatalysis, was developed.
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b

Stereoselective access to furan-fused [5.5.0] bicyclic heterocycles enabled by gold-catalyzed asymmetric [8 + 4] cycloaddition

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01841A, Research Article
Xunhua Wang, Jianhua Wang, Xiaoxun Li
A gold-catalyzed asymmetric [8 + 4] cycloaddition was developed to afford highly functionalized furan/pyrrole-fused [5.5.0] polycyclic heterocycles with good diastereo- and enantioselectivity.
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b

Photoinduced cobaloxime catalysis for allylic mono- and diphosphinylation of alkenes with hydrogen evolution

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01638F, Research Article
Aijun Zhang, Miao-Miao Li, Lei Guo, Huaixiang Yang, Jiefei Guo, Da Xu, Wei Ding
A highly efficient allylic radical mono- and diphosphinylation of alkenes with secondary phosphine oxides is developed, via visible-light-induced cobaloxime catalysis.
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b

The reactivity of alkenyl boron reagents in catalytic reactions: recent advances and perspectives

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01703J, Review Article
Ya-Li Feng, Bo-Wen Zhang, Youzhi Xu, Shengnan Jin, Daniele Mazzarella, Zhong-Yan Cao
Recent advances focusing on novel reactivity of alkenyl boron reagents in polar or radical pathways within catalytic reactions by employing transition metal catalysis, organocatalysis have been summarized and discussed.
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b

Impact of boron desymmetrization on supramolecular polymerization of BODIPY dyes

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01848F, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Tobias B. Tischer, Zulema Fernandez, Lorenz Borsdorf, Constantin Daniliuc, Shigehiro Yamaguchi, Soichiro Ogi, Gustavo Fernandez
Supramolecular polymers are often investigated for highly symmetric and planar molecules, such as typically explored BF2-substituted BODIPY dyes . However, it is surprising that the possibility of desymmetrizing the sp3...
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b

Visible-light mediated selective phosphonylation modification of tryptophan residues in oligopeptides

Org. Chem. Front., 2024, 11,6287-6292
DOI: 10.1039/D4QO01028K, Research Article
Wenfang Xiong, Junye He, Jinyao Liu, Peiru Chen, Shiqi Xu, Yipeng Liu, Shiting Chen, Yuanyuan You, Zhenyu Chen, Jinwu Zhao
A direct C2-H phosphonylation strategy driven by visible light for specific modification of tryptophan-containing peptides has been reported, providing a plethora of phosphorylated tryptophan-containing peptides
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b

Towards the total synthesis of mandelalide B: construction of the tetrahydrofuran/α-hydroxyl lactone fragment

Org. Chem. Front., 2024, 11,6353-6357
DOI: 10.1039/D4QO01433B, Research Article
Jia-Lei Yan, Jie Yu, Yingying Cheng, Mingze Yang, Zhengshuang Xu, Tao Ye
A stereocontrolled synthesis of the tetrahydrofuran/α-hydroxy lactone fragment of mandelalide B has been accomplished. The synthesis features a Horner-Wadsworth-Emmons fragment assembly strategy and a highly stereospecific iodine-induced cyclization.
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b

Total synthesis of spiro Ganoderma meroterpenoids spiroapplanatumines B, D, F, and H

Org. Chem. Front., 2024, 11,6333-6339
DOI: 10.1039/D4QO01147C, Research Article
Jia-Hao Zhang, Wen-Cai Luo, Wen-Tao Chen, Yu-Tao He, Ya-Jian Hu
The first total synthesis of spiroapplanatumines B, D, F, and H as well as the possibly undiscovered natural product spiroapplanatumine R has been achieved.
The content of this RSS Feed (c) The Royal Society of Chemistry




b

Visible-light excited copper activating unactivated alkyl iodides for radical addition/cyclization to access oxindole derivatives

Org. Chem. Front., 2024, 11,6380-6384
DOI: 10.1039/D4QO01329H, Research Article
Hang Luo, Fangnian Yu, Luqing Lin
The photocopper catalyst facilitates halogen atom transfer to give unactivated alkyl radicals, which is critical for achieving radical cyclization in the absence of an exogenous photocatalyst.
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b

Iridium/palladium dual photocatalysis for oxidative decarboxylative esterification of alcohols using α-keto acids

Org. Chem. Front., 2024, 11,6367-6379
DOI: 10.1039/D4QO01452A, Research Article
Subal Mondal, Soumya Mondal, Debabrata Halder, Siba P. Midya, Ankan Paul, Pradyut Ghosh
Herein, we report an unprecedented oxidative decarboxylative C–O cross-coupling reaction for the esterification of feedstock α-keto carboxylic acids and alcohols under mild conditions.
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b

Structure determination of difficult-to-crystallize organic molecules by co-crystallization of a phosphorylated macrocycle

Org. Chem. Front., 2024, 11,6358-6366
DOI: 10.1039/D4QO01498G, Research Article
Heng Li, Zhijin Li, Juli Jiang, Chen Lin, Leyong Wang
This work reported that 37 different difficult-to-crystallize guest molecules were co-crystallized with the host macrocycle F[3]A1-[P(O)Ph]3 at room temperature, and the molecular structures of the guests could be determined by SCXRD.
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b

Phosphine-controlled divergent reactions of MBH-carbonates with azaheptafulvenes: access to o-anilinyl diene and benzazepine derivatives

Org. Chem. Front., 2024, 11,6418-6425
DOI: 10.1039/D4QO01298D, Research Article
Wei Hao, Yiwen Zhang, Xiao Han, Zhen Wang, Weijun Yao
A phosphine controlled divergent cascade reaction of MBH-carbonates with azaheptafulvenes was disclosed. PPh3 provided o-aminophenyl diene while PCy3 offered benzazepine derivative through formal [8 + 3] annulation/ring contraction cascade.
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b

A cucurbit[8]uril-mediated host–guest complex for red-light photocatalysis

Org. Chem. Front., 2024, 11,6327-6332
DOI: 10.1039/D4QO01492H, Research Article
Weiquan Xu, Yinghao Du, He Ma, Xingchen Tang, Jiang-Fei Xu, Xi Zhang
Two-step host–guest complexation can occur between an elongated dye and CB[8], leading to the formation of CB[8]@2TPP and 3CB[8]@2TPP sequentially. Of these species, 3CB[8]@2TPP in particular can act as an efficient red-light photocatalyst.
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b

18F-labelling of nitrogen-containing aryl boronates – anti-cancer drug melflufen as a case study

Org. Chem. Front., 2024, 11,6411-6417
DOI: 10.1039/D4QO01594K, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Kevin Bajerke, Fredrik Lehmann, Gunnar Antoni, Kálmán J. Szabó
This study addresses the 18F-labelling of nitrogen-containing arenes via copper-mediated radiofluorination (CMRF). In this case study, derivatives/fragments of the anti-cancer drug melflufen were targeted.
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b

Visible light-induced aerobic photooxidative cleavage of C(sp3)–C(sp2) σ-bonds of allylarenes

Org. Chem. Front., 2024, 11,6385-6392
DOI: 10.1039/D4QO01243G, Research Article
Jinyu Tang, Xi Zhao, Jinxuan Ni, Yanping Huo, Yang Gao, Xianwei Li, Yan Liu, Keiji Maruoka, Qian Chen
A cleavage of C(sp3)–C(sp2) σ-bonds of allylarenes to aromatic aldehydes and ketones has been achieved via a visible light-induced photocatalysis.
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b

Asymmetric synthesis of (aza)flavanones by the evolution of CarOx ligands

Org. Chem. Front., 2024, 11,6444-6449
DOI: 10.1039/D4QO01345J, Research Article
Juan Yang, Wenlong Kong, Mingxin Chang, Jixing Lai, Shengkun Li
Amino-pyridine-oxazoline (NHPyOx) is conceived as an unprecedented model via the core-emulating optimization of CarOx ligands.
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b

Well-defined chiral dinuclear copper-catalyzed tandem asymmetric propargylic amination–carboxylative cyclization sequence toward chiral 2-oxazolidinone derivatives

Org. Chem. Front., 2024, 11,6319-6326
DOI: 10.1039/D4QO01368A, Research Article
Yu Lan, Peng Liu, Zekai Fang, Lili Shao, Qilong Cai, Xiaoming Wang
A variety of chiral 2-oxazolidinones was obtained via a dinuclear copper-catalyzed asymmetric propargylic amination–carboxylative cyclization sequence of propargylic esters with alkyl amine hydrochlorides and CO2.
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b

Theoretical insights into Pd-catalyzed dual γ-1,1-C(sp3)–H activation of aliphatic carboxylic acids: mechanistic pathways, substituent influence on product selectivity, diastereoselectivity, and additive effects

Org. Chem. Front., 2024, 11,6393-6410
DOI: 10.1039/D4QO01451K, Research Article
Jiaoyang Liu, Li-juan Huang, Zeang Sun, Juan Li
DFT calculations were employed to explore the detailed reaction mechanism and the origins of the experimentally observed product, regio-, and diastereoselectivities in the Pd-catalyzed dual-γ-1,1-C(sp3)–H activation of aliphatic carboxylic acids.
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b

A pillar[5]arene-based three-component supramolecular copolymer for the fluorescence detection of spermine

Org. Chem. Front., 2024, 11,6293-6303
DOI: 10.1039/D4QO01470G, Research Article
Open Access
Martina Mazzaferro, Daniele Crisafulli, Francesca Mancuso, Marco Milone, Fausto Puntoriero, Anna Irto, Salvatore Patanè, Valentina Greco, Alessandro Giuffrida, Ilenia Pisagatti, Anna Notti, Melchiorre F. Parisi, Giuseppe Gattuso
A supramolecular copolymer, composed of a bis-pillar[5]arene diacid and complementary alkylidene- and perylene-bisimide-bis-imidazole comonomers, acts as an OFF/ON luminescent sensor for spermine.
The content of this RSS Feed (c) The Royal Society of Chemistry




b

Design, synthesis and application of bipyridine-N,N'-dioxide catalysts in asymmetric synthesis of chiral cyclopropanes

Org. Chem. Front., 2024, 11,6470-6476
DOI: 10.1039/D4QO01532K, Research Article
Xiaoying Cao, Xue Tian, Minmin Liu, Shi-Wu Li
A novel type of highly efficient chiral C2-symmetric bipyridine-N,N'-dioxide ligands was prepared and successfully applied in the synthesis of optically pure 1,2,3-trisubstituted cyclopropanes.
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b

Visible-light-promoted catalytic epoxidation of alkenes under metal-free conditions

Org. Chem. Front., 2024, 11,6437-6443
DOI: 10.1039/D4QO01265H, Research Article
Dabao Tan, Xiaoyan Cai, Lele Zhang, Boyu Liu, Jianbin Zeng, Feiming Li, Zhixiong Cai, Mingqiang Huang, Xiaoping Chen, Shunyou Cai
In this work, we report a method for the synthesis of functionalized epoxy analogues using the synergistic interaction of 4CzIPN and oxygen under visible light stimulation.
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b

Activation of donor–acceptor cyclopropanes under basic conditions: ring opening of 2-(p-siloxyaryl)cyclopropane 1,1-dicarboxylates with nitro compounds and other C-nucleophiles

Org. Chem. Front., 2024, 11,6483-6494
DOI: 10.1039/D4QO01472C, Research Article
Yulia A. Antonova, Andrey A. Tabolin
A new activation mode for donor–acceptor cyclopropanes was proposed and implemented in their reaction with nitro compounds and other common C-nucleophiles.
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b

Electrochemical approach for upgrading the pollutant CS2: three-component N–H thiocarbamylation of sulfoximines

Org. Chem. Front., 2024, 11,6477-6482
DOI: 10.1039/D4QO01310G, Research Article
Peng Qian, Wenjing Xiong, Qian Meng, Jinxiu Liu, Xiyuan Li, Liangquan Sheng
We report an electrochemical approach for upgrading the pollutant CS2via the thiocarbamylation of sulfoximines, in which CS2 and amines are incorporated as a readily available source of dithiocarbamate.
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b

Carbonate-assisted selectively deoxygenative cross-coupling reaction between aryl and aliphatic aldehydes: a straightforward route to access α-alkylated aryl ketones

Org. Chem. Front., 2024, 11,6510-6517
DOI: 10.1039/D4QO01517G, Research Article
Yu Sun, Yi Wang, Zhijun Zuo
A novel reductive cross-coupling reaction of two different aldehydes for rapidly assembling α-alkylated aryl ketones has been developed. The inexpensive carbonate served not only as a base but also as an efficient electron donor.
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b

Anomalous magnetic behaviour induced by a structural phase transition with anisotropic thermal expansion in a spirodiradical

Org. Chem. Front., 2024, 11,6495-6502
DOI: 10.1039/D4QO01098A, Research Article
Open Access
Takuya Kanetomo, Daigo Matsunaga, Shinichi Ogawa, Masaya Enomoto
A Ge-centred spirodiradical exhibited anomalous magnetic behaviour, influenced by two key structural factors: negative thermal expansion and a structural phase transition.
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b

Sulfenylation of bioactive maleimides, acrylates and cyclohexenones under ambient organophotocatalysis

Org. Chem. Front., 2024, 11,6503-6509
DOI: 10.1039/D4QO01342E, Research Article
Debanjana Bag, Rajjakfur Rahaman, Anindya S. Manna, Subhasis Pal, Rajesh Nandi, Shobhon Aich, Narendra Nath Ghosh, Dilip K. Maiti
A novel visible light-induced sulfenylation of biologically important maleimides, acrylates and cyclohexenones has been developed using cheap and easily available organophotoredox catalyst Eosin Y with thiols under ambient conditions.
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b

Cobalt-catalyzed enantioselective reductive addition of ketimine with cyclopropyl chloride to construct chiral amino esters bearing cyclopropyl fragments

Org. Chem. Front., 2024, 11,6311-6318
DOI: 10.1039/D4QO01474J, Research Article
Jiangtao Hu, Tingting Xia, Xianqing Wu, Hongrui Feng, Jingping Qu, Yifeng Chen
Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing cyclopropyl fragments with broad functional group tolerance and excellent enantioselectivities.
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b

Dendron-mediated control over self-assembly of chlorophyll rosettes into columnar vs. discrete aggregates

Org. Chem. Front., 2024, 11,6304-6310
DOI: 10.1039/D4QO01629G, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Ryo Kudo, Hiroki Hanayama, Balaraman Vedhanarayanan, Hitoshi Tamiaki, Nobuyuki Hara, Sarah E. Rogers, Martin J. Hollamby, Biplab Manna, Koji Harano, Shiki Yagai
By controlling the π-π stacking of chlorophyll supramolecular rosettes through steric hindrance of alkyl dendrons, it become possible to create chlorophyll tubes and discrete rings that resemble to natural chlorophyll assemblies.
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b

Recent advances in asymmetric synthesis of chiral benzoheterocycles via Earth-abundant metal catalysis

Org. Chem. Front., 2024, 11,6534-6557
DOI: 10.1039/D4QO01686F, Review Article
Jinhui Cai, Wenting Zhang, Usman Muhammad, Weishuang Li, Yanjun Xie
This review mainly focus on the assembly of chiral benzoheterocycles, such as dihydrobenzofurans, chromans, indolines, tetrahydroquinolines, etc., via Earth-abundant metal-catalyzed (Cu, Fe, Ni, and Ti) asymmetric synthesis in the last few decades.
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b

LiTMP-LiBr complex-induced lateral lithiation and cross ester condensation: direct access to isocoumarins from 2-methoxy o-toluate esters

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01678E, Research Article
Open Access
Mintu Rehman, Sajib Daimary, Rasajna Madhusudhana, Rajendar Goreti
LiTMP-LiBr complex promotes cross-ester coupling of 2-methoxy o-toluate esters to directly yield isocoumarin is demonstrated. Method applied to many natural product precursors including synthesis of (+)- and (−)-lunatinins.
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b

DABSO-Mediated Pummerer Reaction Enables One-Pot Synthesis of Pyrroloquinolines for Accessing Marinoquinolines: Mechanistic, Photophysical and Pharmacological Investigations

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01512F, Research Article
Rahimuddin Khan, Dipun Kumar Penthi, Aditi Chatterjee, Chandrakanta Sahoo, Shanti Gopal Patra, Viswanathan Arun Nagaraj, Tabrez Khan
A new one-pot acid- and exogenous oxidant-free synthesis of pyrrolo[2,3-c]quinolines has been developed. The strategy involves chemoselective reduction of the 3-(2-nitrophenyl)-1H-pyrroles (pyrrolnitrin derivatives) and subsequent DABSO-facilitated Pummerer reaction in the...
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b

Charge Transfer Complex Enabled Mechanochemical Synthesis of Chalcogenoacetylenes via Alkynyl Radicals

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01827C, Research Article
Open Access
Fang Tan, Chang-Zhen Fang, Bing-Sheng Qiu, He Sheng, Yong-Liang Tu, Xiang-Yu Chen
Mechanochemistry has become an appealing strategy to enable numerous organic transformations. While significant advances have been achieved, the radical coupling reaction under mechanochemical conditions is still in its infancy. In...
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b

Copper(II)-catalyzed synthesis of sulfonyl-functionalized quinone-fused cyclopenta[b]indoles via four-component cascade annulation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01560F, Research Article
Hong Xu, Jie Liao, Fei Ren, Chuan-Rong Zhou, Xiao-Zhuo Liu, Yao Xiao, Dong-Wei Hang, Fuyu Li, Bei Wang, Ji-Yu Wang
Through crucial selective radical tandem process and intramolecular nucleophilic addition, a facile copper-catalyzed four-component cascade has been realized to selectively construct novel sulfonyl-functionalized quinone-fused cyclopenta[b]indole.
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b

Catalyst-free C–H methylation of heteroarenes enabled by electron donor–acceptor complex photoactivation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01309C, Research Article
Jiayang Wang, Baoer Shao, Haixia Ge, Huiyu Xue, Xiangyuan Ding, Yuqi Li, Peiyao Sheng
A visible-light-induced direct C–H methylation of heterocycles (including quinoxalinones, pyrazinones, quinolinones and coumarins) with methylamines via EDA complex photoactivation was developed.
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