Kathryn J. Rynders, Daniel N. Huh, Zoe E. Stuart, Zoua Pa Vang, Ian A. Tonks
{"title":"Flash Communication: Ti-Catalyzed “Interrupted” Cascading Hydroamination of 1,6- and 1,7-En-ynes","authors":"Kathryn J. Rynders, Daniel N. Huh, Zoe E. Stuart, Zoua Pa Vang, Ian A. Tonks","doi":"10.1021/acs.organomet.4c00354","DOIUrl":null,"url":null,"abstract":"Herein, we report a new hydroaminative cyclization for 1,6- and 1,7-en-ynes using a simple Ti imido precatalyst, [py<sub>2</sub>TiCl<sub>2</sub>(NPh)]<sub>2</sub>. The well-known Ti imido + alkyne [2 + 2] azatitanacyclobutadiene cycloadduct intermediate can be further intercepted via insertion by tethered alkenes, followed by protonolysis of the resultant metallacycle to yield α-carbocyclic imine products through cascading C–N and C–C bond formation.","PeriodicalId":56,"journal":{"name":"Organometallics","volume":null,"pages":null},"PeriodicalIF":2.5000,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organometallics","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.organomet.4c00354","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, we report a new hydroaminative cyclization for 1,6- and 1,7-en-ynes using a simple Ti imido precatalyst, [py2TiCl2(NPh)]2. The well-known Ti imido + alkyne [2 + 2] azatitanacyclobutadiene cycloadduct intermediate can be further intercepted via insertion by tethered alkenes, followed by protonolysis of the resultant metallacycle to yield α-carbocyclic imine products through cascading C–N and C–C bond formation.
期刊介绍:
Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.