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Visible-Light-Induced Cascade Cyclization of 1-Acryloyl-2-cyanoindole: Access of Difluoroalkylated Pyrrolo[1,2-<i>a</i>]indolediones

Jinwei Yuan, Lu Shen, Na Guo, Yanli Yin, Pengyuan Yang, Liangru Yang, Yongmei Xiao, Shouren Zhang

2023The Journal of Organic Chemistry21 citationsDOI

Abstract

An effective method for accessing diverse difluoroalkylated pyrrolo[1,2- a ]indolediones via visible-light-induced PhI(OAc) 2 -promoted cascade difluoroalkylation/cyclization reaction under mild conditions has been established. This method is noteworthy for its use of DMSO–H 2 O as a green medium at room temperature and avoidance of photocatalysts. The reactions are straightforward to execute and convenient to expand on, provide good to excellent yields, and have good functional group tolerance.

Topics & Concepts

CascadeCascade reactionCombinatorial chemistryReaction conditionsChemistryVisible spectrumFunctional groupPhotochemistryCatalysisMaterials scienceOptoelectronicsOrganic chemistryChromatographyPolymerFluorine in Organic ChemistryRadical Photochemical ReactionsOxidative Organic Chemistry Reactions
Visible-Light-Induced Cascade Cyclization of 1-Acryloyl-2-cyanoindole: Access of Difluoroalkylated Pyrrolo[1,2-<i>a</i>]indolediones | Litcius