{"title":"Synthesis of axially chiral biaryls via Pd(ii)-catalysed direct C(sp2)–H arylation†","authors":"Diksha Parmar , Rohit Kumar , Sarthi , Akhilesh K. Sharma , Upendra Sharma","doi":"10.1039/d4qo00958d","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, a concise protocol for the construction of axially chiral biaryls <em>via</em> Pd-catalysed direct C–H arylation of 1-arylisoquinoline <em>N</em>-oxides through kinetic resolution using a commercially available, cost-effective, and bench-stable chiral mono-protected amino acid has been uncovered. The high conformational stability of the axially chiral products in different solvents and at high temperatures, as observed from the experimental studies and DFT calculations, shows their excellent stability.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 18","pages":"Pages 4986-4991"},"PeriodicalIF":0.0000,"publicationDate":"2024-09-10","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/S2052412924005151","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
Herein, a concise protocol for the construction of axially chiral biaryls via Pd-catalysed direct C–H arylation of 1-arylisoquinoline N-oxides through kinetic resolution using a commercially available, cost-effective, and bench-stable chiral mono-protected amino acid has been uncovered. The high conformational stability of the axially chiral products in different solvents and at high temperatures, as observed from the experimental studies and DFT calculations, shows their excellent stability.