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Updated: Jul 25, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
CuII-Catalyzed cis-Selective Synthesis of Ketoepoxides from Phenacyl Bromides and Water
Debasish Ghosh1, Sabir A Molla1, Narendra Nath Ghosh2
1Department of Chemistry, University of Calcutta, 92, A. P. C. Road, Kolkata 700009, India.
Abstract:
A verity of α,β-ketoepoxides was synthesized using a CuII-catalyzed oxidative C-C/O-C coupled cyclization strategy with high yield and cis-selectivity. Water is used as the source of oxygen and phenacyl bromide as the carbon in the valuable epoxides. The self-coupling method was extended to cross-coupling between phenacyl bromides with benzyl bromides. A high cis-diastereoselectivity was observed in all the synthesized ketoepoxides. Control experiments and density functional theory (DFT) study were performed to understand the CuII-CuI transition mechanism.
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