Title: Base-Catalyzed Povarov Reaction: An Unusual [1,3] Sigmatropic Rearrangement to Dihydropyrimidobenzimidazoles
Authors: Chen, Chih-Hau
Yellol, Gorakh S.
Lin, Po-Tsung
Sun, Chung-Ming
Department of Applied Chemistry
Issue Date: 7-Oct-2011
Abstract: A novel base-catalyzed Povarov reaction of arylamines, aldehydes, and electron-deficient dienophiles has been developed. An unprecedented in situ [1,3] sigmatropic rearrangement leading to 4,10-dihydropyrimido[1,2-a]benzimidazoles has also been discovered. An insight of the plausible mechanism is discussed and supported by X-ray crystal study. This cascade reaction is achieved in a one-pot multicomponent fashion on soluble support under microwave conditions.
URI: http://dx.doi.org/10.1021/ol201985p
ISSN: 1523-7060
DOI: 10.1021/ol201985p
Volume: 13
Issue: 19
Begin Page: 5120
End Page: 5123
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