Transition-Metal-Free Decarboxylative Photoredox Coupling of Carboxylic Acids and Alcohols with Aromatic Nitriles

A transition-metal-free protocol for the redox-neutral light-induced decarboxylative coupling of carboxylic acids with (hetero)­aromatic nitriles at ambient temperature is presented. A broad scope of acids and nitriles is accepted, and alcohols can be coupled in a similar fashion through their oxala...

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Veröffentlicht in:Journal of organic chemistry 2016-08, Vol.81 (15), p.6875-6882
Hauptverfasser: Lipp, Benjamin, Nauth, Alexander M., Opatz, Till
Format: Artikel
Sprache:eng
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Zusammenfassung:A transition-metal-free protocol for the redox-neutral light-induced decarboxylative coupling of carboxylic acids with (hetero)­aromatic nitriles at ambient temperature is presented. A broad scope of acids and nitriles is accepted, and alcohols can be coupled in a similar fashion through their oxalate half esters. Various inexpensive sources of UV light and even sunlight can be used to achieve this C–C bond formation proceeding through a free radical mechanism.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01215