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09 Nov 16:36

Au-catalyzed intramolecular hydroalkoxylation of gem-difluorinated alkynols

Publication date: December 2018

Source: Journal of Fluorine Chemistry, Volume 216

Author(s): Jean-Denys Hamel, Jean-Fran├žois Paquin

Abstract

The intramolecular hydroalkoxylation of gem-difluorinated alkynols was found possible under Au catalysis, allowing for the preparation of a series of fluorinated heterocycles. The nature of the solvent was found to be especially critical in the cyclization of gem-difluorohomopropargylic alcohols as it dictated whether the resulting 2,3-dihydrofuran underwent subsequent aromatization to the corresponding furan or not.

Graphical abstract

Graphical abstract for this article