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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

Hong- Shun Sun, Jian- Qiang Wang, Da- Wei Gu, Cheng Guo, Lin- Jiang Shen

International Research Journal of Pure and Applied Chemistry · pp. 1–8 · Published 21 Apr 2016

10.9734/IRJPAC/2016/25957

Abstract

Seven novel 2-amino-6-oxo-3-(piperidinylamidino)-4-aryl-6,7-dihydro-pyrano[2,3-d]-5,7-thiazol derivatives, which are different with the products of 2-amino-3-cyano-6-oxo-4-aryl-6,7-dihydro-pyrano[2,3-d]-5,7-thiazol derivatives in the conventional heating conditions, were synthesized by using arylidenemalononitrile, 2,4-thiazolidinedione and piperidine in one-pot via microwave irradiation techniques. The reaction condition is mild and we get these new compounds high-efficiently in a very short reaction times, which provides an elegant methodology 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 1 H NMR, IR, MS and elemental analysis.  

2,4-thiazolidinedione pyrano[2,3-d]-5,7-thiazol piperidine microwave irradiation domino reactions

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