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Direct synthesis of C3-alkynyl pyrroloindolines from tryptamines <i>via</i> a visible-light-induced radical cascade reaction

Linlin Ren, Yonggong Wang, Yanman Huo, Xiaogang Tong, Chengfeng Xia

2022Chemical Communications11 citationsDOI

Abstract

A visible-light-induced radical cascade reaction for the direct alkynylation of tryptamines with alkynyl sulfones was developed, affording a series of C3-alkynyl pyrroloindolines in excellent yields. This method features readily available substrates, good functional group tolerability, and scalability. C3-alkynyl pyrroloindolines show great potential as useful building blocks in the preparation of complex and valuable pyrroloindoline alkaloids.

Topics & Concepts

TryptaminesChemistryCascade reactionCascadeCombinatorial chemistryAlkynylationReaction conditionsVisible spectrumPhotochemistryTryptamineOrganic chemistryCatalysisMaterials scienceOptoelectronicsChromatographyBiochemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Direct synthesis of C3-alkynyl pyrroloindolines from tryptamines <i>via</i> a visible-light-induced radical cascade reaction | Litcius