Dual role of ethyl bromodifluoroacetate in the formation of fluorine-containing heteroaromatic compounds. Issue 65 (22nd June 2018)

• Record Type: Journal Article
• Authors: Ma, Xingxing; Mai, Shaoyu; Zhou, Yao; Cheng, Gui-Juan; Song, Qiuling
• Is Part Of: Chemical communications. Volume 54:Issue 65(2018)
• Page Start: 8960
• Page End: 8963
• Publication Date: 2018-06-22
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc04298e
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : An efficient one-pot cascade process via unprecedented quadruple cleavage of BrCF2 COOEt with primary amines to afford valuable fluorine-containing heterocycles is described, in which BrCF2 COOEt plays a dual role as a C1 synthon and a difluoroalkylating reagent for the first time. Abstract : An efficient one-pot cascade process via unprecedented quadruple cleavage of BrCF2 COOEt with primary amines to afford valuable fluorine-containing heterocycles is described, in which BrCF2 COOEt plays a dual role as a C1 synthon and a difluoroalkylating reagent for the first time. Mechanistic studies supported by DFT calculations suggest that a base plays an active role in the formation of the key intermediate isocyanides generated in situ from primary amines and difluorocarbene.