Cs₂CO₃-promoted defluorination and functionalization of α-CF₃carbonyl compounds in the presence ofN-,O-, and/orS-nucleophiles

Abstract

Cs2CO3-promoted defluorination and functionalization of α-CF3carbonyl compounds.

Multiple-fold C–F bond functionalization for the synthesis of (hetero)cyclic compounds: fluorine as a detachable chemical handle

“…A Cs 2 CO 3 -promoted full-defluorinated strategy of α-CF 3 carbonyl compounds and N , O -/ S , O -bidentate nucleophiles was reported by Lei in 2018, which led to a variety of five-membered cyclic derivatives in a single operation (Scheme 65). 115 The approach avoided the undesirable partial-defluorinated byproducts. According to some observations in the course of reaction condition optimization, Cs 2 CO 3 favored the transformation of ethyl 3,3,3-trifluoropropanoate ( 65-1 ) into unstable ethyl 3,3-difluoroacrylate ( 65-6 ), which then could be rapidly intercepted by nucleophiles before its decomposition.…”