Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00151F, Paper

Shankaraiah Nagula, Mary Sravani Galla, Nandini B. Kale, Akshay Kumawat, Darshana Bora
An efficient Rh(III)-catalysed C-H functionalization, tandem annulation of cis-stilbene acids using 2-diazo-1,3-diketones was devised. The protocol has solely afforded 6,7-dihydrobenzofuran-4(5H)-ones using alicyclic diazocarbonyls via decarbonylation and α-pyrones with aliphatic diazo...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00290C, Paper

Bharati Mourya, Sandip T. Gadge, Bhalchandra M. Bhanage
Synthesis of alk-2-ynl-Weinreb amides via Pd-catalyzed oxidative carbonylation of terminal alkynes and N,O-dimethylhydroxylamine hydrochloride at room temperature under low CO/O₂ pressure is reported for the first time.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00472H, Communication

Wen-Jie Li, Jun-You Chen, Hui-Xia Zhu, Yi-Ming Li, Yang Xu
A diaminodiacid (DADA) containing an amide bond can be used in Fmoc solid-phase peptide synthesis (SPPS) of an Asp-based lactam cyclic peptide with no aspartimide formation.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00346B, Paper

Xiu-Fang Zheng, Da-Gang Zhou, Li-Jun Yang
The DDQ-catalytic mechanisms for constructing C–O bonds via H₂O and CH₃OH as oxygen sources have been investigated with DFT.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00406J, Review Article

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Jun Ohata
This review demonstrates advances in Friedel–Crafts alkylation and acylation reactions in a variety of biomolecular chemistry fields.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00393D, Paper

Rasmita Barik, Samik Nanda
Naturally occurring sesquiterpenes having humulane frameworks are structurally intriguing and possess significant biological profiles.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00404C, Paper

Tatiana P. Gerasimova, Almaz A. Zagidullin, Anastasiia N. Nikolaeva, Robert R. Fayzullin, Aliya M. Saitova, Vasili A. Miluykov, Stefan Grimme, Sergey A. Katsyuba
Keto-enol transformations of 6-R-3-hydroxy-2-pyrazinecarboxamides in solutions are accompanied by deprotonation of enol tautomers and the formation of corresponding anionic species. The key factors determining these processes have been identified.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00292J, Paper

Jinkai Hu, Chenglei Yang, Xiaotao Qin, Hui Liu, Tongtong Ma, Ao-tong Shi, Qing-Long Lv, Xingman Liu, Jinhui Yang, Dianjun Li
A visible light-enabled photocatalyst-free radical trihalomethylation/cyano (or benzo[d]thiazol-2-yl) 1,4-migration/carbonylation reaction of 2-hydroxy-2-hex-5-enenitrile (or (benzo[d]thiazol-2-yl)-pent-4-enol) with CX₃SO₂Cl (X = F, Cl) is reported.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00204K, Paper

Open Access

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Daniel Leal Lourenço, Ana Cristina Fernandes
A new methodology for the reduction of a wide variety of aliphatic and aromatic sulfoxides catalyzed by the air-stable, cheap and commercially available manganese catalyst MnBr(CO)5 with excellent yields is...
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Org. Biomol. Chem., 2024, 22,2978-2984
DOI: 10.1039/D4OB00027G, Paper

Abdulrahman M. Alazemi, Mohammad H. BinSabt, Hamad M. Al-Matar, Alan L. Balch, Mona A. Shalaby
Linked thieno[2,3-b]thiophene-fullerene Dimers.
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Org. Biomol. Chem., 2024, 22,2958-2962
DOI: 10.1039/D4OB00104D, Communication

Ying Sun, Shaomin Fu, Bo Liu
The asymmetric synthesis of the fully functionalized six-membered A-ring of siphonol A is presented.
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Org. Biomol. Chem., 2024, 22,2902-2915
DOI: 10.1039/D4OB00199K, Review Article

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Mariana Crespo Monteiro, João Rafael Vale, Filipa Siopa
This review focuses on the preparation and applications in total synthesis of 2-azabicyclo[3.2.1]octane structures, a class of natural and synthetic compounds with a range of biological activities.
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Org. Biomol. Chem., 2024, 22,3009-3018
DOI: 10.1039/D4OB00211C, Paper

Yu-Ke Cen, Lin Zhang, Yue Jiang, Xiang-Fu Meng, Yuan Li, Chao Xiang, Ya-Ping Xue, Yu-Guo Zheng
A single-point mutation of 7α-HSDH achieved the highest activity and synergistically improved substrate tolerance, thermal stability, cofactor affinity, and conversion rate.
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Org. Biomol. Chem., 2024, 22,3059-3067
DOI: 10.1039/D3OB02050A, Paper

Marie M. Le Roy, Sandra Claes, Nathalie Saffon-Merceron, Dominique Schols, Thibault Troadec, Raphaël Tripier
A rare example of C,C'-linked bis-cyclam has been synthesized with controlled manner in mild conditions thanks to the “bis-aminal” tool, and its good CXCR4-recognition properties could be demonstated in vitro.
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Org. Biomol. Chem., 2024, 22,2992-3000
DOI: 10.1039/D4OB00234B, Paper

Kimberly S. Taylor, Madison M. McMonagle, Schaelee C. Guy, Ariana M. Human-McKinnon, Shumpei Asamizu, Heidi J. Fletcher, Bradley W. Davis, Takashi L. Suyama
An organo–ruthenium catalyst conjugated to albumin efficiently unmasks an alloc group under physiologically relevant conditions.
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Org. Biomol. Chem., 2024, 22,2968-2973
DOI: 10.1039/D4OB00129J, Communication

Xin-Yao Pan, Gui-Xia Sun, Fang-Ping Huang, Wen-Jian Qin, Qing-Hu Teng, Kai Wang
An Fe-catalyzed visible-light induced condensation of alkylbenzenes with anthranilamides has been developed.
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Org. Biomol. Chem., 2024, 22,3019-3024
DOI: 10.1039/D4OB00334A, Paper

Man Li, Ling Feng, Han Zhang, Yan-Chun Liu, Ting-Ting Zhou, Yu Zheng, Kai Guo, Yan Liu, Sheng-Hong Li
Six unusual pyridine-containing bisnor- (C₂₃), tetranor- (C₂₁) and pentanor- (C₂₀) sesterterpenoids were obtained from the medicinal plant Leucosceptrum canum of Tibetan origin. The immunosuppressive activities of these sesterterpenoids were observed.
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Org. Biomol. Chem., 2024, 22,2963-2967
DOI: 10.1039/D4OB00089G, Communication

Jiong Meng, Qiaqia Guo, Xiaona Zhai, Song Yang, Shuai Wang, Pengcheng Wang, Debin Ji
A phosphamide nucleotide analog (dNTPγNH₂) exhibited higher stability than dNTPs and can be recognized by DNA polymerases in PCR.
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Org. Biomol. Chem., 2024, 22,2953-2957
DOI: 10.1039/D4OB00203B, Communication

Junqi Zhou, Ziyu Wang, Hanmiao Xu, Mengke Su, Jian Wen
An effective method for synthesizing various alkynyl sulfides has been developed using tetramethylene sulfoxide as a sulfur source through base-promoted nucleophilic ring-opening reactions.
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Org. Biomol. Chem., 2024, 22,3035-3044
DOI: 10.1039/D4OB00114A, Paper

Open Access

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Erich Kleinpeter, Andreas Koch
The ring current effect of entirely and partly (anti)aromatic PCHs are calculated and employed to visualize, qualify and quantify existing (anti)aromaticity, especially to decide unequivocally between PAHs and PAAHs.
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Org. Biomol. Chem., 2024, 22,3068-3072
DOI: 10.1039/D4OB00354C, Paper

Hua Huang, Yi-Qi Wu, Lu-Yao Han, Lu Jiang, Zhuo-Zhuo Zhang, Xiang Zhang, Bo Han, Wei Huang, Jun-Long Li
A general and efficient method for the highly stereoselective synthesis of (Z)-phosphorus allylalcohols has been developed using the Pd-catalyzed cross-coupling of phosphine oxides with vinylethylene carbonates.
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Org. Biomol. Chem., 2024, 22,2974-2977
DOI: 10.1039/D4OB00278D, Communication

Open Access

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Matthew Nutter, Henry Stone, Michael Shipman, Stefan Roesner
Stereoselective synthesis of both enantiomers of orthogonally protected 1,2-diazetidine-3-carboxylic acid (aAze) from homochiral glycidol and its application in peptidomimetics.
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Org. Biomol. Chem., 2024, 22,3080-3085
DOI: 10.1039/D4OB00003J, Paper

Duyi Shen, Chaoyue Sun, Yun Han, Zhen Luo, Ting Ren, Qin Zhang, Wenting Huang, Jianru Xie, Ying Jia, Mianran Chao
A facile oxychlorination of various alkynes and alkenes with tBuOCl as an alternative chlorine source and H₂O as a green oxygen source.
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Org. Biomol. Chem., 2024, 22,3025-3034
DOI: 10.1039/D4OB00279B, Paper

Jouda Jakhlal, Clément Denhez, Stéphanie Coantic-Castex, Agathe Martinez, Dominique Harakat, Thierry Douki, Dominique Guillaume, Pascale Clivio
Evidence is presented that (6–4) photoproduct formation between two thymine residues in dinucleotide analogues is significantly and specifically enhanced when the 5''- and 3''-end sugar puckering are mainly north and south, respectively.
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Org. Biomol. Chem., 2024, 22,3045-3052
DOI: 10.1039/D4OB00052H, Paper

Surabhi Panday, Tapas Maity, Pratibha Bhatti, Joydev K. Laha
An elegant synthesis of pyrrole-2-carboxylic acid anhydrides from pyrrole-2-carboxaldehydes using TBAI as a catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant is described herein.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00387J, Paper

Open Access

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Kazuki Ohira, Kumpei Kozuka, Naoki Kaneda, Masahiro Yamamoto, Keiichi Imato, Yousuke Ooyama
It was found that phenazine-2,3-diol derivatives exhibit photochromism through excited state intermolecular proton transfer (ESInterPT) processes based on keto–enol tautomerization.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00274A, Communication

Gaurav Jaiswal, Subhas Chandra Pan
BBr₃ mediated dearomative spirocyclization of biaryl ynones has been reported for the direct synthesis of spiro[5.5]dienones with a tri-substituted double bond.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00380B, Communication

Shigeru Arai, Koichi Nakazawa, Xiao-Fei Yang, Masaya Nakajima, Shinji Harada, Atsushi Nishida
This work discloses the origin of regio- and stereoselectivity of hydrocyanation of alkynoates.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00160E, Paper

João Pedro Albuquerque Souza, Amanda Krauskopf Jacobs, Leandro Piovan, Renan Borsoi Campos
The energetic viability of several mechanistic variations of the reductive amination of acetophenones via the Borch approach was reexamined through density functional theory calculations. The crucial involvement of the acid...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00391H, Communication

Alexander A. Lukoyanov, Svetlana A. Aksenova, Andrey A. Tabolin, Alexey Yu. Sukhorukov
3-Halo-1,2-oxazine N-oxide derivatives act as surrogates of vinyl nitrile oxides in tandem [3 + 2]-cycloaddition/[3 + 2]-cyclofragmentation with arynes leading to benzisoxazoles.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00421C, Communication

Srinivasarao Yaragorla, Tabassum Khan, Sayonika Chakroborty
We report here a simple and atom economic cycloisomerization reaction of indole-tethered alkynols for constructing diverse carbazoles via 1,2-alkly migration using Cu(OTf)₂/HFIP as the excellent promoter system.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00240G, Communication

Open Access

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Alexandra R. E. Serre, Vibhu Jha, Adèle Rivault, Leif A. Eriksson, Goreti Ribeiro Morais, Robert A. Falconer
Herein we describe the first example of the conversion of the primary alcohol of cytidine into a carboxylic acid by use of the Dess–Martin periodinane oxidising agent.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00432A, Paper

Peng-Fei Huang, Jia-Le Fu, Ying Peng, Jian-Hong Fan, Long-Jin Zhong, Kewen Tang, Yu Liu
2-Aminobenzothiazoles are commonly encountered in various functional compounds. Herein, we disclose an electro-oxidative three-component reaction for the effective synthesis of 2-aminobenzothiazoles under mild conditions, utilizing non-toxic and abundant elemental sulfur...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00272E, Paper

Brenno A. D. Neto, Pedro Beck, Arthur Leitão, Yasmin Santana, Jose R. Correa, Carime Vitória da Silva Rodrigues, Daniel Machado, Guilherme Matos, Luciana Machado Ramos, Claudia Cristina Gatto, Carlos Kleber Z. Andrade, Sarah Caldas
This study critically reevaluates reported Biginelli-like reactions using a Kamlet-Abboud-Taft-based solvent effect model. Surprisingly, structural misassignments were discovered in certain multicomponent reactions, leading to the identification of pseudo three-component derivatives...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00397G, Paper

Angel H Romero, Marcos Couto, Ivan E Romero, German Fuentes, Matías N. Möller
Herein, we showed the photophysical properties of the favipiravir and their 6-substituted analogues. Also, we interpreted the origin of the fluorescence of the favipiravir and their 6-substituted analogues as function...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00040D, Paper

Sidra Siddique, Khalid Hussain, Naureen Shehzadi, Muhammad Arshad, Muhammad Nadeem Arshad, Sadaf Iftikhar, Farhat Saghir, Ayisha Shaukat, Muhammad Sarfraz, Nisar Ahmed
Despite the high global prevalence, rheumatoid arthritis lacks a satisfactory treatment.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00015C, Communication

Open Access

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Miguel Alena-Rodriguez, Marcos Fernandez-Villamarin, Ignacio Alfonso, Paula M. Mendes
An effective workflow to discover selective saccharide receptors by combining dynamic combinatorial chemistry with isothermal titration calorimetry and NMR.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00328D, Communication

Xuemin Li, Haofeng Shi, Jiaxin He, Jialiang Wu, Fengxia Sun, Yunfei Du
The combining use of BnSCF2D, mCPBA and Tf2O serves as an efficient multi-component reagents system (MCRS) for the synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines/isocoumarins via intramolecular cyclization/ deuteriodifluoromethylthiolation of 2-alkynylbenzamide/2-alkynylbenzoates. The approach...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00236A, Review Article

Goverdhan Mehta, Saumitra Sengupta, Srihari Pabbaraja
Often referred to as “second genome”, human microbiome is at the epicenter of a complex inter-habitat biochemical network, such as the “gut-brain axis”, which have emerged as significant determinant of...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00207E, Communication

Ruilin Fang, Lei Zheng, Xuyang Chen, Can Wang, Yunfeng Chen
FeCl₃-catalyzed oxidative condensation of NH-1,2,3-triazoles and aryl methyl ketones and DMF has been reported.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00297K, Paper

Wei Luo, Yiling Li, Liang Wang, Yanhua Qin, Qiao Cheng, Guochang Hu, Chaoyi Yao, Xiangzhi Song
Acceptor–donor–acceptor boranil fluorescent dyes, CSU-BF-R (R = H, CH₃, and OCH₃), were developed with strong red fluorescence and large Stokes shifts. CSU-BF-OCH₃ could selectively sense intracellular hypochlorous acid in living cells and zebrafish.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00167B, Paper

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Maxim A. Voinov, Nicholas Nunn, Roshan Rana, Atli Davidsson, Alex I. Smirnov, Tatyana I. Smirnova
EPR-based local pH measurements based on changes in rotational dynamics of spin-bearing molecules upon protonation.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00490F, Communication

SIDDHARTHA KUMAR SENAPATI, Anit Pal, Animesh Das
An efficient sequential multi-component method for the synthesis of tertrahydroquinoline containing dithiocarbamate has been developed. This reaction involved a boronic acid-catalyzed reduction of quinoline to tertrahydroquinoline, followed by nucleophilic addition...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00291A, Paper

Michael S. Alexeev, Tatyana V. Strelkova, Michail M. Ilyin, Jr., Yulia V. Nelyubina, Ivan A. Bespalov, Michael Medvedev, Victor N Khrustalev, Nikolai Kuznetsov
The implementation of selective catalytic processes with highly active reagents is an attractive strategy that meets modern principles of sustainable development of chemistry. In the current study, we for the...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00243A, Paper

György Keglevich, Petra Regina Varga, Emőke Dinnyési, Zsuzsanna Szalai, Szilvia Bősze, Rita Oláhné Szabó, Laszlo Drahos, Konstantin Karaghiosoff
Beta-Aminophosponates obtained by the Michael addition of primary amines to the double bond of diethyl vinylphosphonate proved to be suitable starting materials (amine components) in the Kabachnik–Fields reaction with formaldehyde...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00315B, Paper

Shoushun Wang, Mengjie Liu, Yiyuan Yue, Xiude Hu, Yalin Zhang, Guodong Shen, Ruiguo Dong, Lilong Shi, Bing Yu, Xianqiang Huang
A series of 2-acylbenzothiazole derivatives were sustainably synthesized for the first time under the cooperation of ionic liquids and microwave irradiation, metal- and extra-additives-free conditions.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00171K, Review Article

Bor-Cherng Hong, Ranadheer Reddy Indurmuddam
This review summarizes recent developments in visible-light or near-visible-light photocatalysis reactions enabled by the TBADT catalyst.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00479E, Communication

Cao Nguyen Nguyen, Duc Toan Nguyen, Ha An Tran, Dinh Hung Mac, Thi Thu Tram Nguyen, Pascal Retailleau, Thanh Binh Nguyen
A cost-effective, practical, straightforward and scalable synthesis of α-pyrones via base- and sulfur-promoted annulation of phenylacetates and chalcones is reported.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00348A, Paper

Yong-Xiang Lü, Xinqian Wang, Ying-Ming Pan, Keyume Ablajan
A method for the α-oxidation and sulfonation of benzyl secondary amines was developed utilizing Ir(III) or Eosin Y as the photocatalyst in the presence of O2 as a green oxidant....
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00488D, Paper

Meng-Yang Chang, Chin-Huey Ho, Hsing-Yin Chen
The K2CO3-mediated one-pot reaction of 1,3-acetonedicarboxylates with 2 equiv. of substituted 2-fluoro-1-nitrobenzenes has been developed to synthesize various 2,3-dicarboxylate indoles via a tandem (3 + 3 − 1) annulation pathway....
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