Synthesis of Novel 2-amino-6-oxo-3-(piperidinyla-midino)-4-aryl-6,7-dihydro-pyrano[2,3-d]-5,7-thiazol Derivatives by Domino Reaction under Microwave Irradiation

Abstract

Seven new 2-amino-6-oxo-3-(piperidinylamidino)-4-aryl-6,7-dihydro-pyrano[2,3-d]-5,7-thiazole derivs, which were different from 2-amino-3-cyano-6-oxo-4-aryl-6,7-dihydropyrano[2,3-d]-5,7-thiazolderivatives obtained in conventional heating conditions, were synthesized by using arylidenemalononitrile, 2,4-thiazolidinedione and piperidine in one-pot via microwave irradiation techniques. The reaction condition was mild and these new compounds were efficiently obtained in short reaction times, which provided an elegant methodol. for the synthesis of highly functionalized pyrano[3,2-d]-5,7-thiazole derivatives At the end, the reaction mechanism was discussed. The structures of these compounds were characterized by 1H NMR, IR, MS and elemental anal.