A. Demenev, L. Sobenina, A. Mikhaleva, B. Trofimov
{"title":"Reaction of pyrrole-2-carbodithioates with CH-acids: Stereospecific synthesis of new functional 2-vinylpyrroles","authors":"A. Demenev, L. Sobenina, A. Mikhaleva, B. Trofimov","doi":"10.1080/0278611031000104961","DOIUrl":null,"url":null,"abstract":"New 2-(1-alkylthio-2-dicyanoethenyl)pyrroles or 2-(1-alkylthio-2-cyano-2-carbamoylethenyl)pyrroles of Z-configuration have been synthesized in 58-69% yields by the reaction of pyrrole-2-carbodithioates with CH-acids (malononitrile, cyanoacetamide) in KOH-DMSO. Condensation of ethyl 4,5,6,7-tetrahydroindole-2-carbodithioate with ethyl benzyl malonate affords a mixture (1 : 2) of 1-ethylthio-2-benzyloxycarbonyl-4,5,6,7-tetrahydrocyclohexa[c]pyrrolizine-3-one and 1-ethylthio-2-ethoxycarbonyl-4,5,6,7-tetrahydrocyclohexa[c]pyrrolizine-3-one.","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"8 1","pages":"100 - 95"},"PeriodicalIF":0.0000,"publicationDate":"2003-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Sulfur Letters","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/0278611031000104961","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 4
Abstract
New 2-(1-alkylthio-2-dicyanoethenyl)pyrroles or 2-(1-alkylthio-2-cyano-2-carbamoylethenyl)pyrroles of Z-configuration have been synthesized in 58-69% yields by the reaction of pyrrole-2-carbodithioates with CH-acids (malononitrile, cyanoacetamide) in KOH-DMSO. Condensation of ethyl 4,5,6,7-tetrahydroindole-2-carbodithioate with ethyl benzyl malonate affords a mixture (1 : 2) of 1-ethylthio-2-benzyloxycarbonyl-4,5,6,7-tetrahydrocyclohexa[c]pyrrolizine-3-one and 1-ethylthio-2-ethoxycarbonyl-4,5,6,7-tetrahydrocyclohexa[c]pyrrolizine-3-one.
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