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Synthesis 2013; 45(15): 2120-2124
DOI: 10.1055/s-0032-1316859
DOI: 10.1055/s-0032-1316859
special topic
Microwave-Assisted Iridium-Catalyzed Synthesis of Nicotine and Anabasine Derivatives
Further Information
Publication History
Received: 20 December 2012
Accepted after revision: 31 January 2013
Publication Date:
27 February 2013 (online)
![](https://www.thieme-connect.de/media/synthesis/201315/lookinside/thumbnails/10.1055-s-0032-1316859-1.jpg)
Abstract
Various functionalized nicotine and anabasine analogues are synthesized via a three-step sequence that exploits a microwave-assisted iridium-catalyzed N-heterocyclization of 1,4- and 1,5-diols for the construction of the pyrrolidine and piperidine ring systems. The microwave-assisted N-heterocyclization furnishes derivatives of nicotine and anabasine in good yields (50–75%) with overall yields ranging from 30–50%.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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