Ball-Milling Assisted Iron-Catalyzed Difluoromethylation Toward the Synthesis of Valuable Oxindoles.

ABSTRACT: SEM analyses revealed that the ball-milling and piezoelectric-mediated radical difluoromethylation might be, in fact, catalyzed by iron contamination of BaTiO₃ due to abrasion of the stainless steel milling assembly (jar and balls). A ball-milling mediated, Fe-catalyzed radical difluoromethylation is subsequently developed for the synthesis of valuable difluoromethylated oxindoles. Under a mechanochemical compression, the use of readily accessible PhI(OCOCF₂H)₂ in the presence of 25 mol% of Fe(OAc)₂ enabled the unprecedented solid-state formation of the CF₂H radical, prone to add onto an acrylamide substrate to initiate a radical cascade process affording the desired difluormethylated oxindoles. The practical protocol demonstrates broa

SUBMITTER: Solomin V 

PROVIDER: S-EPMC12703416 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature