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Synfacts 2010(3): 0352-0352
DOI: 10.1055/s-0029-1219409
DOI: 10.1055/s-0029-1219409
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
NHC-Catalyzed Intramolecular Cross-Coupling of Aldehydes and Nitriles
S. Vedachalam, J. Zeng, B. Kishan Gorityala, M. Antonio, X.-W. Liu*
Nanyang Technological University, Singapore
Further Information
Publication History
Publication Date:
18 February 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201003/lookinside/thumbnails/10.1055-s-0029-1219409-1.jpg)
Significance
The authors report the NHC-catalyzed intramolecular coupling between an aldehyde and a nitrile functionality. Treatment of precatalyst 1 with DBU gave the active NHC, which promoted the intramolecular ring-closure of differently substituted salicylic aldehyde derivatives very efficiently to give the corresponding 3-aminochromones in good to high yields. The proposed mechanism is supposed to be in analogy to the intramolecular benzoin condensation.