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Updated: Jan 18, 2026

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Photocatalytic Kharasch-Type Cyclization Cascade for Accessing Polyhalogenated 1-Indanones and Indenes
Yan Zhang1, Zi-Yang Xu1, Rong Fu1
1School of Chemistry & Materials Science, Jiangsu Normal University, Xuzhou 221116, China.
Abstract:
A new photocatalytic cascade involving Kharasch-type cyclization, 1,5-(SN″)-substitution, and elimination has been developed for the reactions of secondary alcohol-tethered 1,6-diynes with polyhalomethanes such as BrCCl3 and CBr4. 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.
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