Photocatalytic Kharasch-Type Cyclization Cascade for Accessing Polyhalogenated 1-Indanones and Indenes

Organic Letters 2026

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Authors: Yan Zhang, Zi-Yang Xu, Rong Fu, Ke Chen, Wen-Juan Hao, Bo Jiang
DOI: 10.1021/acs.orglett.5c05236
Cited by: 5
References: 74

Abstract

A new photocatalytic cascade involving Kharasch-type cyclization, 1,5-(S N ″)-substitution, and elimination has been developed for the reactions of secondary alcohol-tethered 1,6-diynes with polyhalomethanes such as BrCCl 3 and CBr 4 . This method affords a series of functionalized β- gem -dihalovinyl 1-indanones in good yields with high stereoselectivity. Moreover, when ene-diynes were employed as radical acceptors, the reaction proceeded readily to deliver polyhalogenated indenes in a completely stereoselective manner.

Fields of Study & Subjects

Radical Photochemical Reactions Catalytic C–H Functionalization Methods Catalytic Cross-Coupling Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
4
Pages
1386–1391
Publication date
16 January 2026
Language
EN