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Updated: Feb 22, 2026

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Iron-Promoted Difunctionalization of Alkenes by Phenylselenylation/1,2-Aryl Migration
Ping Wu1,2, Kaikai Wu1, Liandi Wang1
1Dalian Institute of Chemical Physics, Chinese Academy of Sciences , 457 Zhongshan Road, Dalian 116023, P. R. China.
Abstract:
Iron-promoted difunctionalization of α,α-diaryl and α-aryl-α-alkyl allylic alcohols has been efficiently achieved by means of N-(phenylseleno)phthalimide (N-PSP) under mild conditions. An in situ generated phenylselenium cation (PhSe+) was added to the olefinic C═C bond to initiate the regioselective phenylselenylation with concomitant 1,2-aryl migration, following a migration preference contrary to the well-known radical pathway. Hydrazonation of the resultant alkene difunctionalization products, that is, α-aryl-β-phenylselenyl ketones, and subsequent copper-catalyzed dehydroselenylation efficiently afforded functionalized 2-pyrazoline derivatives.
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