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Dual Role of Ethyl Bromodifluoroacetate in the Formation of Fluorine-containing Heteroaromatic Compounds

Abstract

An efficient one-pot cascade process via unprecedented quadruple cleavage of BrCF2COOEt with primary amines to afford valuable fluorine-containing heterocycles is described, in which BrCF2COOEt plays dual role as C1 synthons and difluoroalkylating reagent for the first time. Mechanistic studies supported by DFT calculations suggest that base plays an active role to form the key intermediate isocyanides, generated in-situ from primary amines and difluorocarbene.

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Publication details

The article was received on 30 May 2018, accepted on 12 Jun 2018 and first published on 13 Jun 2018


Article type: Communication
DOI: 10.1039/C8CC04298E
Citation: Chem. Commun., 2018, Accepted Manuscript
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    Dual Role of Ethyl Bromodifluoroacetate in the Formation of Fluorine-containing Heteroaromatic Compounds

    X. Ma, S. Mai, Y. Zhou, G. Cheng and Q. Song, Chem. Commun., 2018, Accepted Manuscript , DOI: 10.1039/C8CC04298E

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