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Visible-Light-Induced Four-Component Ritter-Type Reaction: Access to β-Trifluoromethyl Imides

Ransong Ma, Yuanyuan Ren, Zhoubin Deng, Ke‐Hu Wang, Junjiao Wang, Danfeng Huang, Xiaobo Lv, Yulai Hu

2023Organic Letters21 citationsDOI

Abstract

A visible-light-induced four-component Ritter-type reaction was developed for the synthesis of β-trifluoromethyl imides from CF 3 Br, alkenes, carboxylic acids, and nitriles. This protocol features mild reaction conditions, a broad substrate scope, and excellent functional group compatibility. Furthermore, this method has been proven to be suitable for the late-stage diversification of drug molecules. A mechanism involving a Ritter-type reaction and Mumm rearrangement was proposed on the basis of the control experiments.

Topics & Concepts

ChemistryRitter reactionTrifluoromethylImideCombinatorial chemistryVisible spectrumPhotochemistryOrganic chemistryCatalysisOptoelectronicsAlkylPhysicsFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions
Visible-Light-Induced Four-Component Ritter-Type Reaction: Access to β-Trifluoromethyl Imides | Litcius