Base-catalyzed Povarov reaction: an unusual [1,3] sigmatropic rearrangement to dihydropyrimidobenzimidazoles |
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| Authors: | Chen Chih-Hau Yellol Gorakh S Lin Po-Tsung Sun Chung-Ming |
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| Institution: | Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan. |
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| 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-dihydropyrimido1,2-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. |
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