{"title":"Rearrangement of 3-alkyl-1-allylindoles: a model reaction for the biogenesis of echinulin-type compounds","authors":"G. Casnati, A. Pochini","doi":"10.1039/C29700001328","DOIUrl":null,"url":null,"abstract":"The reactivity of 3-alkyl-1-allylindoles as model systems in the biogenesis and synthesis of the echinulin-type compounds has been studied: in the presence of acids the crotyl and γγ-dimethylallyl groups migrate from the 1- to the 2-position of the indole nucleus with a partial allylic rearrangement.","PeriodicalId":17278,"journal":{"name":"Journal of The Chemical Society D: Chemical Communications","volume":"48 1","pages":"1328-1329"},"PeriodicalIF":0.0000,"publicationDate":"1974-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"21","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society D: Chemical Communications","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/C29700001328","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 21
Abstract
The reactivity of 3-alkyl-1-allylindoles as model systems in the biogenesis and synthesis of the echinulin-type compounds has been studied: in the presence of acids the crotyl and γγ-dimethylallyl groups migrate from the 1- to the 2-position of the indole nucleus with a partial allylic rearrangement.