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Indole and Pyrrole Derivatives as Pre-photocatalysts and Substrates in the Sulfonyl Radical-Triggered Relay Cyclization Leading to Sulfonylated Heterocycles

Yang Ran, Dong Yi, Kunrong Shen, Qiang Fu, Jun Wei, Ji Lu, Lin Yang, Li Wang, Siping Wei, Zhijie Zhang

2022Organic Letters33 citationsDOI

Abstract

A visible-light-induced method for the construction of heterocyclic scaffolds such as pyrido[1,2-a]indoles and indolizines via sulfonyl radical-triggered relay cyclization without employing any external photocatalyst has been developed. Preliminary mechanistic investigation indicated that indole and pyrrole derivatives could serve as pre-photocatalysts to promote the sulfonylation/cyclization, thereby providing a facile method to synthesize valuable sulfonylated heterocycles.

Topics & Concepts

SulfonylChemistryIndole testPyrrolePhotocatalysisCombinatorial chemistryPhotochemistryCatalysisOrganic chemistryAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Indole and Pyrrole Derivatives as Pre-photocatalysts and Substrates in the Sulfonyl Radical-Triggered Relay Cyclization Leading to Sulfonylated Heterocycles | Litcius