Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2013; 24(2): 193-196
DOI: 10.1055/s-0032-1317843
DOI: 10.1055/s-0032-1317843
letter
Substrate Structural Effects in Yttrium(III)-Catalyzed Hydroamination/Cyclizations of 1,2-Disubstituted and 1,1,2-Trisubstituted Aminoalkenes Terminated by 2-(Phenyl) and 2-(2-Heteroarenyl) Groups
Further Information
Publication History
Received: 03 October 2012
Accepted after revision: 06 November 2012
Publication Date:
12 December 2012 (online)


Abstract
A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations catalyzed by Y[N(TMS)2]3 (1Y ). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts. Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl)furanyl] substituent were comparable or only slightly better than those obtained with the simple the 2-(phenyl) group.
Supporting Information
- for this article is available online at http://www.theme-connect.com/ejournals/toc/synlett.
- Supporting Information