Base-Mediated α--Difluoroalkenylations of Aldehydes and Ketones.

Org Lett

College of Chemistry and Materials Science, Sichuan Normal University, Chengdu 610068, People's Republic of China.

Published: September 2023

Herein, we present a base-mediated nucleophilic substitution reaction of α-trifluoromethylstyrenes with simple silyl enol ethers, enabling the efficient synthesis of carbonyl-substituted -difluoroalkenes. The merit of this protocol is exhibited by its mild reaction conditions, broad substrate scope, and scalable preparation. Notably, this method demonstrates its applicability for late-stage functionalization of structurally complex molecules. Moreover, we illustrate that the resulting products can serve as valuable precursors for the synthesis of diverse medicinally relevant compounds.

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http://dx.doi.org/10.1021/acs.orglett.3c02845DOI Listing

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