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      Application of beta-oxodithioesters in domino and multicomponent reactions: facile route to dihydropyrimidines and coumarins.

      The Journal of Organic Chemistry
      Aldehydes, chemical synthesis, chemistry, Benzopyrans, Catalysis, Coumarins, Cyclization, Esters, Magnetic Resonance Spectroscopy, Molecular Structure, Pyrimidines, Structure-Activity Relationship, Thiones, Urea

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          Abstract

          A facile route to hitherto unknown 5-methylmercaptothiocarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones and substituted 2H-chromene-2-thiones has been developed. SnCl(2)-catalyzed cyclocondensation of beta-oxodithioesters with a variety of readily accessible aldehydes and urea affords the dihydropyrimidinones. The methodology involves the three-component Biginelli reaction. On the other hand, substituted salicylaldehyde and beta-oxodithioesters reacted under the same condition to afford the substituted 2H-chromene-2-thiones in high yields.

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