Photocatalytic Kharasch-Type Cyclization Cascade for Accessing Polyhalogenated 1-Indanones and Indenes
A new photocatalytic cascade involving Kharasch-type cyclization, 1,5-(S<sub>N</sub>″)-substitution, and elimination has been developed for the reactions of secondary alcohol-tethered 1,6-diynes with polyhalomethanes such as BrCCl<sub>3</sub> and CBr<sub>4</sub>. This method affords a series of functionalized β-<i>gem</i>-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.
Authors
- Rong Fu (ORCID: https://orcid.org/0000-0001-7791-5805)
- Wen-Juan Hao
- Ke Chen
- Bo Jiang (ORCID: https://orcid.org/0000-0002-8401-7445)
- Yan Zhang
- Zi-Yang Xu
Institutions
- Jiangsu Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-01-16
- DOI
- https://doi.org/10.1021/acs.orglett.5c05236
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00