Decarboxylative Cyanation of Aliphatic Carboxylic Acids via Visible-Light Flavin Photocatalysis

Organic Letters
Nieves P RamirezJose C Gonzalez-Gomez

Abstract

An operationally simple method is disclosed for the decarboxylative cyanation of aliphatic carboxylic acids at room temperature. Riboflavin tetraacetate, which is an inexpensive organic photocatalyst, promotes the oxidation of carboxylic acids upon visible-light activation. After decarboxylation, the generated radicals are trapped by TsCN, yielding the desired nitriles without any further additive, in a redox-neutral process. Importantly, this protocol can be adapted to flow conditions.

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Citations

Mar 18, 2020·Chemical Communications : Chem Comm·Maniklal SheeN D Pradeep Singh
Apr 8, 2020·Chemical Communications : Chem Comm·Tianxiao XuSaihu Liao
Apr 22, 2020·Chemical Communications : Chem Comm·Yukihiro ArakawaYasushi Imada

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