Pyrrole-2-dithiocarboxylates: Synthesis of 2-(1-Alkylthio-2-cyanoethenyl)pyrroles

2-(1-Alkylthio-2-cyanoethenyl)pyrroles were synthesized in good to high yields by reaction of pyrrole-2-dithiocarboxylates with active methylene nitriles in a KOH-DMSO medium. The condensation of 4,5,6,7-tetrahydroindole with cyanoacetate also leads to 1-ethylthio-2-cyano-4,5,6,7-tetrahydrocyclohexa...

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Bibliographic Details
Published in:	Tetrahedron Vol. 51; no. 14; pp. 4223 - 4230
Main Authors:	Sobenina, Lubov N., Mikhaleva, Albina I., Sergeeva, Maria P., Petrova, Olga V., Aksamentova, Tamara N., Kozyreva, Olga B., Toryashinova, Darya-S.D., Trofimov, Boris A.
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 03-04-1995
Online Access:	Get full text
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Summary:	2-(1-Alkylthio-2-cyanoethenyl)pyrroles were synthesized in good to high yields by reaction of pyrrole-2-dithiocarboxylates with active methylene nitriles in a KOH-DMSO medium. The condensation of 4,5,6,7-tetrahydroindole with cyanoacetate also leads to 1-ethylthio-2-cyano-4,5,6,7-tetrahydrocyclohexa-[c]-3H-pyrrolizin-3-one in 61% yield. The effect of substituent on the reaction course has been studied. The dipole moments and spectral characteristics of products are presented. The prepation of the titled compounds is reported.
ISSN:	0040-4020 1464-5416
DOI:	10.1016/0040-4020(95)00149-3