Min Yang, Xuanfeng Li, Tingxi Lai, Jian Xiao, Minghui Xu, Bin Chen, Hai-Liang Ni, Bi-Qin Wang, Ping Hu and Peng Cao
{"title":"Ni-Catalyzed intramolecular cyclization of Baylis–Hillman adducts of 2-cyanoaniline towards 2,3-dihydroquinolin-4(1H)-ones†","authors":"Min Yang, Xuanfeng Li, Tingxi Lai, Jian Xiao, Minghui Xu, Bin Chen, Hai-Liang Ni, Bi-Qin Wang, Ping Hu and Peng Cao","doi":"10.1039/D5OB00778J","DOIUrl":null,"url":null,"abstract":"<p >A Ni-catalyzed reductive cyclization of Baylis–Hillman adducts of 2-cyanoaniline is presented. A novel class of quinolin-4-ones containing a quaternary carbon center were synthesized in moderate to good yields. With <small><sup>i</sup></small>Pr-PyBOX as a chiral ligand, the catalytic enantioselective cyclization gave a moderate yield and ee.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 28","pages":" 6704-6709"},"PeriodicalIF":2.7000,"publicationDate":"2025-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/ob/d5ob00778j","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A Ni-catalyzed reductive cyclization of Baylis–Hillman adducts of 2-cyanoaniline is presented. A novel class of quinolin-4-ones containing a quaternary carbon center were synthesized in moderate to good yields. With iPr-PyBOX as a chiral ligand, the catalytic enantioselective cyclization gave a moderate yield and ee.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.