Visible-light-induced regioselective cross-dehydrogenative coupling of 2-isothiocyanatonaphthalenes with amines using molecular oxygen DOI
Ziyu Gan, Guoqing Li, Xiaobo Yang

et al.

Science China Chemistry, Journal Year: 2020, Volume and Issue: 63(11), P. 1652 - 1658

Published: Aug. 3, 2020

Language: Английский

The concept of dual roles design in clean organic preparation DOI
Zhong Cao, Qin Zhu, Ying‐Wu Lin

et al.

Chinese Chemical Letters, Journal Year: 2019, Volume and Issue: 30(12), P. 2132 - 2138

Published: Sept. 19, 2019

Language: Английский

Citations

123

Bromide-Promoted Visible-Light-Induced Reductive Minisci Reaction with Aldehydes DOI
Zhongzhen Wang, Qiong Liu, Xiaochen Ji

et al.

ACS Catalysis, Journal Year: 2019, Volume and Issue: 10(1), P. 154 - 159

Published: Nov. 27, 2019

Radical addition is a robust tool for bond formation. While ketyl radical reactivity of aldehydes by photoredox has been well-established, herein, we have now revealed pathway umpolung with or without external reductant. Hence, the reductive alkylations and challenging benzylations nitrogen heteroarenes (i.e., Minisci reactions) are enabled bromide-promoted visible light-mediated photocatalysis. The present protocol offers mild, viable method late-stage transition-metal-free biologically active nitrogen-heteroarene molecules. Mechanistic studies indicative bromide-initiated acyl mechanism in absence

Language: Английский

Citations

122

Promising reagents for difluoroalkylation DOI Open Access

Dao‐Qing Dong,

Huan Yang,

Jun-Lian Shi

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(17), P. 2538 - 2575

Published: Jan. 1, 2020

This review describes recent advances in difluoroalkylation reactions using different substrates.

Language: Английский

Citations

121

Visible-light-promoted acridine red catalyzed aerobic oxidative decarboxylative acylation of α-oxo-carboxylic acids with quinoxalin-2(1H)-ones DOI

Pengli Bao,

Fei Liu,

Yufen Lv

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(3), P. 492 - 498

Published: Jan. 1, 2020

Visible-light-mediated procedure has been developed for the synthesis of 3-acyl quinoxalin-2(1H)-ones through acridine red catalyzed decarboxylative acylation α-oxo-carboxylic acids with quinoxalin-2(1H)-ones.

Language: Английский

Citations

118

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation DOI

Kai-Jian Liu,

Zheng Wang,

Linghui Lu

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 23(1), P. 496 - 500

Published: Nov. 26, 2020

A practical method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated CF3SO2Na/2-butoxyethyl ether synergistic catalyzed oxygenation sulfides was developed.

Language: Английский

Citations

100

Visible Light‐Induced Photocatalytic C−H Perfluoroalkylation of Quinoxalinones under Aerobic Oxidation Condition DOI

Zhenjiang Wei,

Sijia Qi,

Yanhao Xu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(23), P. 5490 - 5498

Published: Sept. 16, 2019

Abstract An efficient approach using a photocatalytic strategy for C−H perfluoroalkylation of quinoxalinones under aerobic oxidation condition has been developed. Such transformation employs readily available sodium perfluoroalkanesulfinates as reagents and demonstrates good functional group compatibility, affording corresponding products in moderate to yields. Compared with previous procedures, this protocol uses oxygen oxidant, avoids the use external additive. A radical mechanism is involved reaction. magnified image

Language: Английский

Citations

97

Recent Progress in Sulfonylation via Radical Reaction with Sodium Sulfinates, Sulfinic Acids, Sulfonyl Chlorides or Sulfonyl Hydrazides DOI

Dao‐Qing Dong,

Qing‐Qing Han,

Shaohui Yang

et al.

ChemistrySelect, Journal Year: 2020, Volume and Issue: 5(42), P. 13103 - 13134

Published: Nov. 13, 2020

Abstract Sodium sulfinates, sulfinic acids, sulfonyl chlorides and hydrazides as readily available efficient sulfonylation reagents have been extensively explored in recent years. Sulfonyl radical can be generated from these via different methods, then the could react with various substrates pathways to afford corresponding products. In this review, we will summarize progress reaction using sodium three terms of reagents, classify reactions into four types: 1. Sulfonylation sulfinates. 2. acid. 3. chlorides. 4. hydrazides.

Language: Английский

Citations

95

Photocatalyst-Free Regioselective C–H Thiocyanation of 4-Anilinocoumarins under Visible Light DOI
Guoqing Li,

Qiuli Yan,

X. G. Gong

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2019, Volume and Issue: 7(16), P. 14009 - 14015

Published: Aug. 2, 2019

In the present study, we describe successful development of a novel and efficient C(sp2)–H thiocyanation reaction electron-rich heteroarenes arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, proceeded smoothly without addition any photocatalyst or strong oxidant, ultimately minimizing production chemical waste. The advantages this met requirements green sustainable synthetic chemistry may be widely used in organic synthesis pharmaceutical chemistry.

Language: Английский

Citations

94

Oxidative Sulfonylation of Multiple Carbon‐Carbon bonds with Sulfonyl Hydrazides, Sulfinic Acids and their Salts DOI
Olga M. Mulina, Alexey I. Ilovaisky,

Vadim D. Parshin

et al.

Advanced Synthesis & Catalysis, Journal Year: 2020, Volume and Issue: 362(21), P. 4579 - 4654

Published: Aug. 3, 2020

Abstract Oxidative coupling methodology is widely applied for the formation of carbon‐carbon and carbon‐heteroatom bonds. This review focuses on methods oxidative sulfonylation multiple bonds involving sulfonyl hydrazides, sulfinic acids their salts as reagents. Under conditions, they generate radicals, trapped by resulting in a variety SO 2 ‐containing products: mainly, vinyl alkynyl sulfones, hydroxy‐, keto, halo‐substituted sulfonylated derivatives carbo‐ heterocycles. exhaustive summarizes 321 references from 1996 to 2020 with specialization studies last five years, divided into chapters according classes compounds being sulfonylated. magnified image

Language: Английский

Citations

93

Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones DOI
Shuai Liang,

Kamil Hofman,

Marius Friedrich

et al.

ChemSusChem, Journal Year: 2021, Volume and Issue: 14(22), P. 4878 - 4902

Published: Sept. 3, 2021

Sulfones play a pivotal role in modern organic chemistry. They are highly versatile building blocks and find various applications as drugs, agrochemicals, or functional materials. Therefore, sustainable access to this class of molecules is great interest. Herein, the goal was provide summary on recent developments field sulfone synthesis. Advances existing limitations traditional approaches towards sulfones were reviewed selected examples. Furthermore, novel emerging technologies for more synthesis future directions discussed.

Language: Английский

Citations

92