Visible-light-induced cascade reaction: a sustainable approach towards molecular complexity DOI
Sumit Ghosh, Pranjal Pyne,

Anogh Ghosh

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(8), P. 1591 - 1628

Published: Jan. 1, 2023

Photoredox catalysis has demonstrated rapid evolution in the field of synthetic organic chemistry. On other hand, splendour cascade reactions providing complex molecular architectures renders them a cutting-edge research area. Therefore, merging photocatalysis with synthesis brings out paradigm immense potential. The development photocascade for target molecule particular skeleton and stereochemical framework presents certain challenges but provides robust environmentally benign alternative. This comprehensive review assembles all accomplishments highlights visible-light-induced literature coverage up to October 2022.

Language: Английский

Recent advances in the direct functionalization of quinoxalin-2(1H)-ones DOI

Qiumin Ke,

Guobing Yan, Jian Yu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2019, Volume and Issue: 17(24), P. 5863 - 5881

Published: Jan. 1, 2019

The direct C3-functionalization of quinoxalin-2(1H)-ones via C–H bond activation has recently attracted considerable attention, due to their diverse biological activities and chemical properties.

Language: Английский

Citations

187

Visible-light-induced three-component reaction of quinoxalin-2(1H)-ones, alkenes and CF3SO2Na leading to 3-trifluoroalkylated quinoxalin-2(1H)-ones DOI
Na Meng,

Yufen Lv,

Qishun Liu

et al.

Chinese Chemical Letters, Journal Year: 2020, Volume and Issue: 32(1), P. 258 - 262

Published: Nov. 20, 2020

Language: Английский

Citations

142

Photo-/electrocatalytic functionalization of quinoxalin-2(1H)-ones DOI
Kai Sun, Fang Xiao, Bing Yu

et al.

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2021, Volume and Issue: 42(11), P. 1921 - 1943

Published: Aug. 30, 2021

Language: Английский

Citations

137

Visible-light-initiated 4CzIPN catalyzed multi-component tandem reactions to assemble sulfonated quinoxalin-2(1H)-ones DOI
Zhiwei Wang, Qishun Liu,

Ruisheng Liu

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 33(3), P. 1479 - 1482

Published: Aug. 12, 2021

Language: Английский

Citations

132

A general electron donor–acceptor complex for photoactivation of arenes via thianthrenation DOI Creative Commons
Kai Sun,

Anzai Shi,

Yan Liu

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 13(19), P. 5659 - 5666

Published: Jan. 1, 2022

General photoactivation of EDA complexes between arylsulfonium salts and 1,4-diazabicyclo[2.2.2]octane was discovered. This practical mode enables the generation aryl radicals for C–H functionalization arenes.

Language: Английский

Citations

126

Radical relay cyclization/C–C bond formation of allyloxy-tethered aryl iodides with quinoxalin-2(1H)-ones via polysulfide anion photocatalysis DOI
Zhongyi Zhang, Yaqin Zhou, Jiehui Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(8), P. 1708 - 1713

Published: Jan. 1, 2024

A visible-light-induced radical relay cyclization/C-C bond formation of quinoxalin-2(1

Language: Английский

Citations

26

Asymmetric Synthesis of Heterocyclic γ‐Amino‐Acid and Diamine Derivatives by Three‐Component Radical Cascade Reactions DOI
Danqing Zheng, Armido Studer

Angewandte Chemie International Edition, Journal Year: 2019, Volume and Issue: 58(44), P. 15803 - 15807

Published: Sept. 6, 2019

Abstract An enantioselective three‐component radical reaction of quinolines or pyridines with enamides and α‐bromo carbonyl compounds by dual photoredox chiral Brønsted acid catalysis is presented. A range valuable γ‐amino‐acid derivatives are accessible in high chemo‐, regio‐, enantioselectivity from simple, readily available starting materials under mild conditions. Using the same strategy, asymmetric synthesis 1,2‐diamine also reported.

Language: Английский

Citations

128

Direct C–H sulfenylation of quinoxalinones with thiols under visible-light-induced photocatalyst-free conditions DOI

Qing‐Hu Teng,

Yan Yao,

Wen-Xiu Wei

et al.

Green Chemistry, Journal Year: 2019, Volume and Issue: 21(23), P. 6241 - 6245

Published: Jan. 1, 2019

We have developed a metal-free and catalyst-free visible-light-promoted direct C–H sulfenylation of quinoxalin-2(1H)-ones with thiols for the synthesis diverse 3-sulfenylquinoxalin-2(1H)-ones.

Language: Английский

Citations

111

Covalent Organic Frameworks: A Sustainable Photocatalyst toward Visible‐Light‐Accelerated C3 Arylation and Alkylation of Quinoxalin‐2(1H)‐ones DOI
Miao Tian, Shuyang Liu,

Xiubin Bu

et al.

Chemistry - A European Journal, Journal Year: 2019, Volume and Issue: 26(2), P. 369 - 373

Published: Oct. 9, 2019

A practical and scalable protocol for visible-light-accelerated arylation alkylation of quinoxalin-2(1H)-ones with hydrazines is reported. In this protocol, a hydrazone-based two-dimensional covalent organic frameworks (2D-COF-1) was employed as the heterogeneous photocatalyst (PC). Due to its excellent photocatalytic properties, good chemical stability nature, present method exhibits high efficiency, functional group tolerance, easy scalability remarkable catalyst reusability. More importantly, it provides an alternative way that allows rapid access various C3 arylated or alkylated in greener sustainable manner.

Language: Английский

Citations

95

Transition-Metal-Free Decarboxylation of 3,3,3-Trifluoro-2,2-dimethylpropanoic Acid for the Preparation of C(CF3)Me2-Containing Heteroarenes DOI
Shuai Liu, Yangen Huang, Feng‐Ling Qing

et al.

Organic Letters, Journal Year: 2018, Volume and Issue: 20(17), P. 5497 - 5501

Published: Aug. 27, 2018

The direct synthesis of C(CF3)Me2-substituted heteroarenes by decarboxylative 1,1-dimethyltrifluoroethylation with 3,3,3-trifluoro-2,2-dimethylpropanoic acid is reported. This method does not need the transition-metal catalyst, and base crucial for this reaction. A series previously unknown C(CF3)Me2-containing were obtained in high yields have potential applications drug discovery process.

Language: Английский

Citations

92