Visible‐Light Induced Radical Difluoromethylation/Cyclization Cascade Reaction for the Synthesis of Difluoromethylated Oxindoles with Difluoromethyl Phenoxathiinium Salt DOI

Hong-Xin Long,

Guo‐Kai Liu

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 23, 2024

Abstract A photocatalyst‐free photoinduced radical difluoromethylation approach for the convenient synthesis of difluoromethylated oxindoles from N ‐arylacrylamides with difluoromethyl phenoxathiinium salt (PT‐CF 2 H + BF 4 − ) was developed, this transformation involves difluoromethylation/cyclization cascade process and features photocatalyst‐free, mild reaction conditions, broad substrate scope good functional groups tolerance. With method, a wide variety were successfully converted to desired in excellent yields.

Language: Английский

Visible Light-Induced Radical Cascade Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF2H-Substituted Polycyclic Imidazoles DOI Creative Commons
S.J. Lin, Yuanyuan Deng,

Hanxun Zhong

et al.

ACS Omega, Journal Year: 2024, Volume and Issue: 9(26), P. 28129 - 28143

Published: June 19, 2024

An efficient and mild protocol for the visible light-induced radical cascade difluoromethylation/cyclization of imidazoles with unactivated alkenes using easily accessible bench-stable difluoromethyltriphenylphosphonium bromide as precursor -CF

Language: Английский

Citations

5

Introduction of Difluoromethyl through Radical Pathways DOI
Xin Li, Qiuling Song

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(31)

Published: June 5, 2024

Abstract During the past decade, radical difluoromethylation has emerged as a powerful and versatile tool for incorporation of difluoromethyl into various organic compounds. These reactions feature mild reaction conditions, very good functional group compatibilities, quite broad substrate scopes, thus having drawn much attention got rapid developments. A diverse range precursors have been developed series reactions. This review summarizes discusses advance in reactions, which are organized according to protocols generating radical.

Language: Английский

Citations

4

Visible‐Light‐Mediated Oxidative Desulfurization‐Oxygenation in Cyclic Thio‐Amide DOI
Partha Pratim Das, Paramita Das, Souvik Mondal

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(18)

Published: May 6, 2024

Abstract Visible‐light assisted a very simple and mild protocol for photocatalytic oxidative transformation of thioamide to amide group has been realized in cyclic system. For this purpose 5‐arylalkylidene‐rhodanine derivatives were chosen as model substrates afford thiazolidine‐2,4‐diones. Light mediated reactions are intrinsically beneficial, since activation occurs by cleanest energy source light. Here K 2 S O 8 is used terminal oxidant which does not leave any hazardous corrosive waste discard after the reaction fostering practices green chemistry. This first report conversion thioxo rhodanine into corresponding oxygen analogue visible light photo‐catalytic method. The was general various 5‐arylalkylidene‐rhodanines underwent smoothly affording high product yields. Moreover, broadness further established applying on other systems like 3,4‐dihydropyrimidine‐2(1H)‐(thio)ones.

Language: Английский

Citations

2

General radical difluoromethylation using difluoroacetic anhydride via photoredox catalysis DOI
Meng He,

Yankai Yang,

Heng Zhang

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(8), P. 2637 - 2646

Published: June 26, 2024

Language: Английский

Citations

2

Visible‐Light Induced Radical Difluoromethylation/Cyclization Cascade Reaction for the Synthesis of Difluoromethylated Oxindoles with Difluoromethyl Phenoxathiinium Salt DOI

Hong-Xin Long,

Guo‐Kai Liu

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 23, 2024

Abstract A photocatalyst‐free photoinduced radical difluoromethylation approach for the convenient synthesis of difluoromethylated oxindoles from N ‐arylacrylamides with difluoromethyl phenoxathiinium salt (PT‐CF 2 H + BF 4 − ) was developed, this transformation involves difluoromethylation/cyclization cascade process and features photocatalyst‐free, mild reaction conditions, broad substrate scope good functional groups tolerance. With method, a wide variety were successfully converted to desired in excellent yields.

Language: Английский

Citations

0