9,10-Dicyanoanthracene Catalyzed Decarboxylative Alkynylation of Carboxylic Acids under Visible-Light Irradiation

A metal-free, visible-light-induced photocatalytic procedure for decarboxylative alkynylation of carboxylic acids was reported. With 9,10-dicyano­anthracene as the photoredox catalyst, the reaction covered a broad scope of α-amino acids, α-oxo acids, and α-keto acids with blue LED irradiation at roo...

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Veröffentlicht in:Journal of organic chemistry 2016-12, Vol.81 (24), p.12357-12363
Hauptverfasser: Yang, Chen, Yang, Jin-Dong, Li, Yi-He, Li, Xin, Cheng, Jin-Pei
Format: Artikel
Sprache:eng
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Zusammenfassung:A metal-free, visible-light-induced photocatalytic procedure for decarboxylative alkynylation of carboxylic acids was reported. With 9,10-dicyano­anthracene as the photoredox catalyst, the reaction covered a broad scope of α-amino acids, α-oxo acids, and α-keto acids with blue LED irradiation at room temperature under an atmosphere of argon, delivering alkynyl products in moderate to excellent yields. Natural sun light also promoted this alkynylation strategy. This work represents the first example of an organo­photo­catalytic method for decarboxylative alkynylation of carboxylic acids.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.6b02385