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Visible-Light-Mediated Radical Hydroalkylative Cyclization of 1,6-Enynes

Shaoqun Zhu, Yuejie Sun, Yingjie Pan, Xiaoyun Chen, Huaguang Yu, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Hong Hou

2023The Journal of Organic Chemistry13 citationsDOI

Abstract

A radical hydroalkylative cyclization approach accessing various alkenyl heterocyclic compounds was developed using dimethyl malonate and 1,6-enynes in the presence of visible-light photoredox catalysis. The use of Ir(dtbbpy)(ppy) 2 PF 6 as a photosensitizer enables carbon atom radical formation and initiates the cascade cyclization reaction under mild conditions.

Topics & Concepts

ChemistryPhotosensitizerRadical cyclizationMalonatePhotochemistryVisible spectrumPhotoredox catalysisCatalysisCarbon atomMedicinal chemistryPhotocatalysisOrganic chemistryRing (chemistry)Materials scienceOptoelectronicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
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