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

Ramirez, Nieves P., König, Burkhard and Gonzalez-Gomez, Jose C. (2019) Decarboxylative Cyanation of Aliphatic Carboxylic Acids via Visible-Light Flavin Photocatalysis. Organic Letters 21 (5), pp. 1368-1373.

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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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Item type:Article
Date:2019
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Projects:GRK 1626 Chemische Photokatalyse
Identification Number:
ValueType
10.1021/acs.orglett.9b00064DOI
Keywords:Decarboxylation; Visible light photocatalysis; Flavin
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Partially
Item ID:38411
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