Palladium-catalyzed cascade cyclization/intramolecular redox-relay Heck arylation of alkenols: access to tetrahydro-β-carbolines from 2-(hydroxyalkenynyl)sulfonanilides†
{"title":"Palladium-catalyzed cascade cyclization/intramolecular redox-relay Heck arylation of alkenols: access to tetrahydro-β-carbolines from 2-(hydroxyalkenynyl)sulfonanilides†","authors":"Tao Liu , Tuanli Yao , Ruihua Guo , Xiangyang Qin","doi":"10.1039/d3qo00620d","DOIUrl":null,"url":null,"abstract":"<div><p>A palladium-catalyzed cascade reaction for the synthesis of tetrahydro-β-carbolines and other polycyclic indoles from 2-(hydroxyenyl)sulfonanilides by combining the Pd(<span>ii</span>)-catalyzed cyclization of alkynes and intramolecular redox-relay Heck arylation of alkenols is presented. This method enables the construction of two rings and installs a remote carbonyl group in a single operation, offering broad synthetic utility for further elaborations.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 14","pages":"Pages 3504-3508"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052411023008994","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A palladium-catalyzed cascade reaction for the synthesis of tetrahydro-β-carbolines and other polycyclic indoles from 2-(hydroxyenyl)sulfonanilides by combining the Pd(ii)-catalyzed cyclization of alkynes and intramolecular redox-relay Heck arylation of alkenols is presented. This method enables the construction of two rings and installs a remote carbonyl group in a single operation, offering broad synthetic utility for further elaborations.