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Bismuth triflate–L(−)-proline catalyzed synthesis of chiral 2,5-diaryl-2,3-dihydropyrano[2,3-b]quinolin-4-ones

✍ Scribed by Nitu Mahajan; Surrinder Koul; Tej K. Razdan

Publisher: Journal of Heterocyclic Chemistry
Year: 2011
Tongue: English
Weight: 278 KB
Volume: 48
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.762

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✦ Synopsis

Abstract

The synthesis of chiral (2__R__) 2,5‐diaryl‐2,3‐dihydropyrano[2,3‐b]quinolin‐4‐ones, was achieved, at ambient temperature, by the reaction of 3‐acetyl‐4‐aryl‐carbostyril and an aldehyde, in the presence of bismuth triflate–L(−)‐proline complex, formed in situ. The products were obtained in 62–78% yield with high enantioselectivity (72–96% ee). J. Heterocyclic Chem., (2011).

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