Blue Light-Emitting Diode-Induced Direct C–H Functionalization of 1,4-Quinones with Aryl and Alkyl Boronic Acids DOI
Souvik Guha,

Tejas Prabakar,

Subhabrata Sen

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(22), P. 15421 - 15434

Published: Nov. 2, 2022

A direct functionalization of numerous 1,4-quinones with various aryl boronic acids is reported under blue light-emitting diodes (LEDs). This reaction occurs at room temperature in an open flask without any catalysts, base, and oxidants acetonitrile (ACN) scalable grams. With diverse like 1,4-benzo-, naphtho-, anthra-, 4-bromonaphthoquinones as substrates, facile cross coupling reactions occur alkyl assistance from photocatalysts. 2-Alkylated cyclohexene-1,4-diones were obtained when the reacted standard conditions. However, slight warming mixture afforded desired alkylated 1,4-quinones. The believed to proceed through LED-induced radical formation rings assisted by

Language: Английский

External photocatalyst-free C-H alkylation of N-sulfonyl ketimines with alkanes under visible light DOI

Hai‐Yang Song,

Fang Xiao,

Jun Jiang

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(9), P. 108509 - 108509

Published: April 28, 2023

Language: Английский

Citations

53

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

TBAI/H2O-cooperative electrocatalytic decarboxylation coupling-annulation of quinoxalin-2(1H)-ones with N-arylglycines DOI
Yuhan Lu,

Zhuo-Tao Zhang,

Hongyu Wu

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(7), P. 108036 - 108036

Published: Dec. 5, 2022

Language: Английский

Citations

64

Uncovering the Potential of Boronic Acid and Derivatives as Radical Source in Photo(electro)chemical Reactions DOI
Serena Pillitteri, Prabhat Ranjan, Erik V. Van der Eycken

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(10), P. 1643 - 1665

Published: April 25, 2022

Abstract The chemistry of boron compounds has been profoundly investigated in the last decades, leading to ubiquity many synthetic applications as well biologically active molecules. Since advent photoredox catalysis, an upsurge discovery suitable radical precursors witnessed, and is becoming a protagonist this field. Despite studies focused on trifluoroborates, use boronic acids esters have received much less attention regard. Because their high oxidation potential, development methods enable involvement photocatalyzed reactions only recent. Nonetheless, review summarizes novel strategies developed unlock role photochemical discloses potential that own, when intrinsic chemical properties are exploited. magnified image

Language: Английский

Citations

53

Three‐Component Reactions of Quinoxalin‐2(1H)‐ones: Recent Advances DOI Open Access
Keli Wang,

Hong‐Tao Ji,

Li‐Juan Ou

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: unknown

Published: Sept. 11, 2023

Abstract The multicomponent reactions of quinoxalin‐2(1 H )‐ones has attracted considerable interest due to their significant biological and chemical activities. very recent advances (from 2021 the beginning 2023) on radical three‐component cascade reaction )‐one derivatives at C3 position were summarized in this mini‐review. According kind types involved, some representative examples detailed mechanism have been categorized discussed. red front was covered by Figure 1.

Language: Английский

Citations

36

NPh3-Mediated WO3-Photocatalyzed Semiheterogeneous Hydroxylation of Aryl and Alkyl Boronic Acids DOI
Xiaojun Huang,

Hong‐Tao Ji,

Xiao Li

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10654 - 10659

Published: July 17, 2024

With an inexpensive and commercially available WO

Language: Английский

Citations

14

Photoinduced Dehydrogenative Amination of Quinoxalin-2(1H)-ones with Air as an Oxidant DOI

Haoran Jiao,

Yue Jing,

Kaikai Niu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(8), P. 5371 - 5381

Published: March 29, 2024

A facile and eco-friendly photoinduced dehydrogenative amination of quinoxalin-2(1H)-ones with aliphatic amines without any metal, strong oxidant, photocatalyst has been established for the first time. This reaction proceeding efficiently air as sole oxidant at room temperature obtains a wide range 3-aminoquinoxaline-2(1H)-ones in high yields excellent functional group tolerance. The mechanistic studies show an interesting involvement photosensitizer, which eliminates requirement external photocatalysts.

Language: Английский

Citations

9

Visible-light-induced novel cyclization of 2-(2-(arylethynyl)benzylidene)-malononitrile derivatives with 2,6-di(tert-butyl)-4-methylphenol to bridged spirocyclic compounds DOI
Xiaofei Xie, Lei Wang, Quan Zhou

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 33(12), P. 5069 - 5073

Published: March 23, 2022

Language: Английский

Citations

37

Visible light-mediated radical-cascade addition/cyclization of arylacrylamides with aldehydes to form quaternary oxindoles at room temperature DOI

Zhaozhao Sun,

Huawen Huang, Qiaolin Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(13), P. 3506 - 3514

Published: Jan. 1, 2022

The visible light-induced oxidative radical cascade coupling of N -arylacrylamides with aldehydes using bromide as the hydrogen atom transfer agent to synthesize functional oxindoles is described.

Language: Английский

Citations

30

Diverse catalytic systems for nitrogen-heterocycle formation from O-acyl ketoximes DOI Open Access
Zhonghua Qu,

Tong Tian,

Guo‐Jun Deng

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(1), P. 107565 - 107565

Published: May 28, 2022

Language: Английский

Citations

29