Synthesis
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

Donghao Luo
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, China
,
Hao Yuan
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, China
,
Changrui Nie
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, China
,
Shulei Ge
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, China
,
Jie Li
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, China
› Institutsangaben

Gefördert durch: Jiangsu Specially Appointed Professors Plan SR10900122
Gefördert durch: Natural Science Foundation of Jiangsu Province BK20221355,BK20231521
Gefördert durch: National Natural Science Foundation of China 22322108


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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.

Supplementary Material



Publikationsverlauf

Eingereicht: 26. April 2025

Angenommen nach Revision: 20. Mai 2025

Accepted Manuscript online:
20. Mai 2025

Artikel online veröffentlicht:
11. August 2025

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