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Direct Synthesis of Acyl Fluorides from Carboxylic Acids with the Bench-Stable Solid Reagent (Me4N)SCF3

Thomas Scattolin, Kristina Deckers and Franziska Schoenebeck*

*Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany, Email: franziska.schoenebeckrwth-aachen.de

T. Scattolin, K. Deckers, F. Schoenebeck, Org. Lett., 2017, 19, 5740-5743.

DOI: 10.1021/acs.orglett.7b02516 (free Supporting Information)


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Abstract

The use of the bench-stable, solid reagent (Me4N)SCF3 enables a convenient, highly efficient, and selective transformation of aliphatic and aromatic carboxylic acids to acyl fluorides at room temperature. This base- and additive-free method offers high functional group tolerance and facile product purification via filtration.

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proposed mechanism



Key Words

Acyl Fluorides


ID: J54-Y2017