Chiral ionic liquid-catalyzed Biginelli reaction: stereoselective synthesis of polyfunctionalized perhydropyrimidines |
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| Authors: | Lal Dhar S. Yadav Ankita Rai Vijai K. Rai Chhama Awasthi |
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| Affiliation: | Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211 002, Uttar Pradesh, India |
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| Abstract: | A chiral ionic liquid-catalyzed, efficient and unprecedented version of the Biginelli reaction using new variants of its active methylene component, viz. 2-phenyl-1,3-oxazol-5-one/2-methyl-2-phenyl-1,3-oxathiolan-5-one, with aromatic aldehydes and urea/thiourea enantio- and diastereoselectively, yields 5-amino-/mercaptoperhydropyrimidines. This three-component domino cyclocondensation reaction is effected via ring transformation of an isolable intermediate in a one-pot procedure. |
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| Keywords: | Ionic liquids Perhydropyrimidines Stereoselective synthesis Biginelli reaction Oxazolone Oxathiolanone |
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