Synthesis and chemical properties of 8-aryl-7-acyl-1-6-dimethyl-6-hydroxy-4-cyano-5,6,7,8-tetrahydro-3(2H)-isoquinolinones and isoquinolinethiones

Abstract

8-Aryl-7-acetyl-1,6-dimethyl-6-hydroxy-4-cyano-5,6,7,8-tetrahydro-3(2H)-isoquinolinones and -isoquinolinethiones and their sodium salts were obtained by the reaction of cyanoacetamide and cyanothioacetamide with 3-aryl-2,4-diacetyl-5-methyl-5-hydroxycyclohexanones in basic medium. 8-Aryl-7-acetyl-6-methoxycarbonyl-1,6-dimethyl-4-cyano-5,6,7,8-tetrahydro-3(2H)-isoquinolinones were obtained by the reaction of acetyl chloride and the above isoquinolinone sodium salts. The reaction of iodoacetamide and the above isoquinolinethione sodium salts yielded 8-aryl-7-acetyl-3-carbamoylmethylthio-1,6-dimethyl-4-cyano-5,6,7,8-tetrahydroisoquinolines, which were cyclized into 1-amino-6-aryl-7-acetyl-2-carbamoyl-5, 8-dimethyl-8-hydroxy-6,7,8,9-tetrahydrothiophene[2,3-c]isoquinolines in basic medium.

How to Cite
Ozols, A. I.; Pelcher, Yu. E.; Kalme, Z. A.; Popelis, Yu. Yu.; Turovskis, I. V.; Duburs, G. Ya.  Chem. Heterocycl. Compd. 1996, 32, 52. [Khim. Geterotsikl. Soedin. 1996, 59.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169354