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Updated: May 16, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Photoinduced Cobalt-Catalyzed Carbonyl Umpolung Alkenylation
Yu-Hang Fan1, Yi Zhao1, Hao Cheng1
1College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, 610068, People's Republic of China.
Abstract:
Herein we introduce a cobalt-catalyzed umpolung strategy for radical carbonyl alkenylation. This method provides an alternative pathway for producing Grignard-type products from (hetero)aryl vinyl bromides and aliphatic aldehydes without pre-functionalization. The method is distinguished by its broad substrate scope, mild reaction conditions, and simple catalytic system. Upon specific activation of the carbonyl group with AcI, a cobaloxime complex catalyst facilitates the selective reduction of the resulting α-oxy iodide through an atom transfer process.
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