Visible-Light-Promoted Redox Neutral γ,γ-Difluoroallylation of Cycloketone Oxime Ethers with Trifluoromethyl Alkenes via C–C and C–F Bond Cleavage DOI
Yuwei He,

Devireddy Anand,

Zhengchang Sun

et al.

Organic Letters, Journal Year: 2019, Volume and Issue: 21(10), P. 3769 - 3773

Published: May 7, 2019

A visible-light-promoted redox neutral γ,γ-difluoroallylation of cycloketone oxime ethers with trifluoromethyl alkenes through C–C and C–F bond cleavage has been achieved, which affords various cyano-substituted gem-difluoroalkenes in generally good yields. The reaction provides a facile protocol for forming gem-difluoroalkene functionality cyano group while incorporating them into one molecule. conversion the resulting to cyclic monofluoroalkenes via second was also described.

Language: Английский

Diacetyl as a “traceless” visible light photosensitizer in metal-free cross-dehydrogenative coupling reactions DOI Creative Commons
Chia‐Yu Huang, Jianbin Li, Wenbo Liu

et al.

Chemical Science, Journal Year: 2019, Volume and Issue: 10(19), P. 5018 - 5024

Published: Jan. 1, 2019

Minisci alkylation is of prime importance for its applicability in functionalizing diverse heteroarenes, which are core structures many bioactive compounds.

Language: Английский

Citations

142

Photoredox-Catalyzed Intermolecular Remote C–H and C–C Vinylation via Iminyl Radicals DOI
Shen Xu, Jiajia Zhao, Shouyun Yu

et al.

Organic Letters, Journal Year: 2018, Volume and Issue: 20(17), P. 5523 - 5527

Published: Aug. 23, 2018

A unified strategy for intermolecular remote C(sp3)–H and C–C vinylation of O-acyl oximes with vinyl boronic acids has been achieved. This is enabled by photoreductive generation iminyl radicals from under irradiation visible light. The translocated carbon-centered radicals, which are generated the through 1,5-hydrogen atom transfer or cleavage, can be vinylated acids. opens up a new approach to functionalization via cleavage provides an efficient versatile solution synthesis γ-vinylation ketones nitriles.

Language: Английский

Citations

139

Transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters DOI Creative Commons
Jinjiang Zhang, Xin‐Hua Duan, Yong Wu

et al.

Chemical Science, Journal Year: 2018, Volume and Issue: 10(1), P. 161 - 166

Published: Oct. 2, 2018

An efficient transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters has been described. In this reaction, the B2(OH)4 reagent not only served as boron source but also acted an electron donor through formation a complex with DMAc-like Lewis base.

Language: Английский

Citations

137

Electrochemically enabled synthesis of sulfide imidazopyridines via a radical cyclization cascade DOI
Ping‐Fu Zhong,

Hong-Min Lin,

Lin‐Wei Wang

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(19), P. 6334 - 6339

Published: Jan. 1, 2020

In this paper, we report the synthesis of sulfide imidazo[1,2-a]pyridines from vinyl azides, thiophenols, and pyridines via a radical [3 + 2] cycloaddition.

Language: Английский

Citations

134

Visible-Light-Promoted Redox Neutral γ,γ-Difluoroallylation of Cycloketone Oxime Ethers with Trifluoromethyl Alkenes via C–C and C–F Bond Cleavage DOI
Yuwei He,

Devireddy Anand,

Zhengchang Sun

et al.

Organic Letters, Journal Year: 2019, Volume and Issue: 21(10), P. 3769 - 3773

Published: May 7, 2019

A visible-light-promoted redox neutral γ,γ-difluoroallylation of cycloketone oxime ethers with trifluoromethyl alkenes through C–C and C–F bond cleavage has been achieved, which affords various cyano-substituted gem-difluoroalkenes in generally good yields. The reaction provides a facile protocol for forming gem-difluoroalkene functionality cyano group while incorporating them into one molecule. conversion the resulting to cyclic monofluoroalkenes via second was also described.

Language: Английский

Citations

131