title: Base-catalyzed Povarov reaction: an unusual [1,3] sigmatropic rearrangement to dihydropyrimidobenzimidazoles.
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.
authors: Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan.
authors: Chih-Hau
authors: CH
authors: Chen
authors: Gorakh S
authors: GS
authors: Yellol
authors: Po-Tsung
authors: PT
authors: Lin
authors: Chung-Ming
authors: CM
authors: Sun
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D006859:Hydrogen / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*
chemical_list: D001562:Benzimidazoles; D011725:Pyridines; D006859:Hydrogen; C023666:pyridine