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Synthesis
DOI: 10.1055/a-2617-6013
DOI: 10.1055/a-2617-6013
Paper
Published as part of the Special Topic Dedicated to Prof. Paul Knochel
Nickel-Catalyzed Alkylcarbonylation of α-Trifluoromethyl-Substituted Styrenes via Selective Monodefluorinative Strategy
Supported by: Jiangsu Specially Appointed Professors Plan SR10900122
Supported by: Natural Science Foundation of Jiangsu Province BK20221355,BK20231521
Supported by: National Natural Science Foundation of China 22322108
Dedication
Dedicated to Professor Paul Knochel on the occasion of his 70th birthday.
Abstract
A highly selective nickel-catalyzed monodefluorinative alkylcarbonylation between α-trifluoromethyl-substituted styrenes and alkylzinc pivalates under 1 atm of CO gas is disclosed, thus providing an expedient approach to the synthesis of polyfunctionalized gem-difluoroalkenes under mild reaction conditions. Control experiments highlight the superior reactivity of alkylzinc pivalates compared to convensional alkylzinc halides. Moreover, this method is distinguished by its ample scope and facile derivatization of the resulting products for increasing functional molecular complexity via a sequential defluorinative strategy.
Publication History
Received: 26 April 2025
Accepted after revision: 20 May 2025
Accepted Manuscript online:
20 May 2025
Article published online:
11 August 2025
© 2025. Thieme. All rights reserved.
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