Synthesis of Symmetric 1,4-Diamino-2-Butynes via a Cu(I)-Catalyzed One-Pot A3-Coupling/Decarboxylative Coupling of a Propiolic Acid, an Aldehyde, and an Amine

A novel microwave-assisted approach for the one-pot Cu­(I)-catalyzed A3-coupling/decarboxylative coupling (PA2-coupling) of a propiolic acid, an aldehyde, and an amine, resulting in the formation of diversely substituted 1,4-diamino-2-butynes, is described. It is noteworthy that this new multicompon...

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Veröffentlicht in:Journal of organic chemistry 2012-06, Vol.77 (11), p.5149-5154
Hauptverfasser: Feng, Huangdi, Ermolat’ev, Denis S, Song, Gonghua, Van der Eycken, Erik V
Format: Artikel
Sprache:eng
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Zusammenfassung:A novel microwave-assisted approach for the one-pot Cu­(I)-catalyzed A3-coupling/decarboxylative coupling (PA2-coupling) of a propiolic acid, an aldehyde, and an amine, resulting in the formation of diversely substituted 1,4-diamino-2-butynes, is described. It is noteworthy that this new multicomponent coupling provides an efficient access to introduce alkyl and aryl group at the 1,4-position of the 1,4-diamino-2-butynes.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo300562j