Shashank Singh, Kalyan S. Naskar, Arindam Kundu, Ravi P. Singh
{"title":"Visible-Light-Induced Metal-Free Selenation of Tryptamines/3-Substituted Indoles","authors":"Shashank Singh, Kalyan S. Naskar, Arindam Kundu, Ravi P. Singh","doi":"10.1055/a-2112-2353","DOIUrl":null,"url":null,"abstract":"Visible light mediated novel metal-free, oxidant free phosphoric acid catalysed method for the synthesis of 2-selanyl NHCbz-tryptamine/3-subtituted indole is presented. This direct C-2 selenation strategy, with environmental benign conditions by reaction of tryptamine/3-substituted indole and diaryl/dialkyl selenide, allows access to a wide range of 2-aryl/alkyl selanyl NHCbz-tryptamines/3-substituted indoles. An experimental investigation using UV-Vis, Cyclic voltammetry and controlled experiments sheds insight on the plausible mechanism.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"35 1","pages":"3685 - 3692"},"PeriodicalIF":2.2000,"publicationDate":"2023-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis-Stuttgart","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/a-2112-2353","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Visible light mediated novel metal-free, oxidant free phosphoric acid catalysed method for the synthesis of 2-selanyl NHCbz-tryptamine/3-subtituted indole is presented. This direct C-2 selenation strategy, with environmental benign conditions by reaction of tryptamine/3-substituted indole and diaryl/dialkyl selenide, allows access to a wide range of 2-aryl/alkyl selanyl NHCbz-tryptamines/3-substituted indoles. An experimental investigation using UV-Vis, Cyclic voltammetry and controlled experiments sheds insight on the plausible mechanism.
期刊介绍:
SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.