首页|Photocatalytic[3+2]Cycloaddition of Alkyl/aryl Iodides and Internal Alkynes by Merging Halogen and Hydrogen Atom Transfer
Photocatalytic[3+2]Cycloaddition of Alkyl/aryl Iodides and Internal Alkynes by Merging Halogen and Hydrogen Atom Transfer
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维普
A visible light photocatalytic[3+2]cycloaddition of alkynes with readily accessible organic iodides as the C3 synthon is developed herein.By merging halogen atom transfer(XAT)and hydrogen atom transfer(HAT),alkyl/aryl iodides serve as a formal diradical pre-cursor and add across C-C triple bonds to deliver a number of functionalized cyclopentanes in moderate to high yields with exceptional regio-and diastereoselectivity.A reductive radical-polar crossover mechanism,involving the cascade XAT,radical addition,1,5-HAT,polar effect-promoted 5-endo annulation,single electron transfer(SET)reduction,and protonation,may account for this unprece-dented dehalogenative[3+2]cycloaddition.This work not only expands the repertoire of the traditional RATC methodology,but also provides a robust platform for the expedient assembly of cyclopentanes,a valuable structural motif in the realms of medicinal chem-istry and material sciences.
PhotocatalysisHalogen atom transferHydrogen atom transfer[3+2]cycloadditionCyclopentaneCarbocyclesRadical reactionsDiastereoselectivity
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials,College of Chemistry and Materials Science,Zhejiang Normal University,688 Yingbin Road,Jinhua,Zhejiang 321004,China
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维普
