Photoredox-Enabled Direct and Three-Component Difluoroalkylative Modification of N-Aryl Glycinates

Organic Letters, Journal Year: 2025, Volume and Issue: 27(4), P. 1072 - 1077

Published: Jan. 18, 2025

A Cu(I) photoredox-enabled reaction that selectively incorporates a difluoroalkyl group into N-aryl glycine derivatives has been established. Using bench-stable [Ph3PCF2H]+Br- salt, the -CF2H could be installed either directly on α-carbon of backbone or in three-component fashion using an alkene as bridge. series have evaluated, providing access to diverse unnatural amino esters and dipeptides with -CHF2 unit. The studies compatibility other perfluorinated alkyl radical precursors showed selectivity direct α-coupling is closely associated electronic property radical, while works well most cases.

Language: Английский

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Electrochemical Access to Difluoromethyl Groups: An Overview of Scope, Mechanisms, and Challenges

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 6826 - 6851

Published: April 14, 2025

Language: Английский

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Recent Advances in the Enantioselective Construction of gem‐Difluorinated Carbonyl Moieties

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(16), P. 3405 - 3416

Published: June 12, 2024

Abstract The enantioselective introduction of gem ‐difluorinated carbonyl (i. e. α , ‐difluoro carbonyl) moieties into organic structures is a synthetically valuable but highly challenging approach. During the past decades, continuous efforts have been made for developments synthetic strategies constructing C( sp 3 )−CF 2 COR chiral centers with high levels enantioselectivities. This review summarizes and discusses recent advance in construction moieties, which are organized according to reaction categories.

Language: Английский

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Visible-light-induced radical difluoromethylation/cyclization of biarylvinyl azides: facile access to CF2H-labelled phenanthridines

Journal of Fluorine Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 110372 - 110372

Published: Nov. 1, 2024

Language: Английский

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