Anatolii N Vereshchagin, Michail N Elinson, Nikita O Stepanov, Gennady I Nikishin
{"title":"替代四氰环丙烷的新方法:通过唯一的溴直接作用,对羰基和丙二腈进行一步级联组装。","authors":"Anatolii N Vereshchagin, Michail N Elinson, Nikita O Stepanov, Gennady I Nikishin","doi":"10.5402/2011/469453","DOIUrl":null,"url":null,"abstract":"<p><strong>The new type of the chemical cascade reaction was found: </strong>formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H2O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48-93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity.</p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"469453"},"PeriodicalIF":0.0000,"publicationDate":"2011-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767204/pdf/","citationCount":"0","resultStr":"{\"title\":\"New way to substitute tetracyanocyclopropanes: one-pot cascade assembling of carbonyls and malononitrile by the only bromine direct action.\",\"authors\":\"Anatolii N Vereshchagin, Michail N Elinson, Nikita O Stepanov, Gennady I Nikishin\",\"doi\":\"10.5402/2011/469453\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><strong>The new type of the chemical cascade reaction was found: </strong>formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H2O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48-93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity.</p>\",\"PeriodicalId\":14730,\"journal\":{\"name\":\"ISRN Organic Chemistry\",\"volume\":\"2011 \",\"pages\":\"469453\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2011-07-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767204/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ISRN Organic Chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.5402/2011/469453\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2011/1/1 0:00:00\",\"PubModel\":\"eCollection\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ISRN Organic Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.5402/2011/469453","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2011/1/1 0:00:00","PubModel":"eCollection","JCR":"","JCRName":"","Score":null,"Total":0}
New way to substitute tetracyanocyclopropanes: one-pot cascade assembling of carbonyls and malononitrile by the only bromine direct action.
The new type of the chemical cascade reaction was found: formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H2O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48-93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity.