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Oxidation of primary alcohols to acyl fluorides using BrF3

1996; Elsevier BV; Volume: 76; Issue: 2 Linguagem: Inglês

10.1016/0022-1139(95)03365-3

1873-3328

Shlomo Rozen, Iris Ben‐David,

Chemical Synthesis and Analysis

Aliphatic and alicyclic primary alcohols when treated with BrF3 were rapidly oxidized to the corresponding acyl fluorides. The reaction is of an ionic nature. The main by-product was found to be the symmetrical ester which originates from the reaction between the acyl fluoride and unreacted starting alcohol.