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Synthesis 2012; 44(17): 2707-2712
DOI: 10.1055/s-0032-1316753
DOI: 10.1055/s-0032-1316753
paper
Benzyl-Type Cation Initiated Nucleophilic Substitution on Furan and Thiophene by Using α-EWG Ketene S,S-Acetals as Nucleophiles
Further Information
Publication History
Received: 27 April 2012
Accepted after revision: 26 June 2012
Publication Date:
03 August 2012 (online)
![](https://www.thieme-connect.de/media/synthesis/201217/lookinside/thumbnails/10.1055-s-0032-1316753-1.jpg)
Abstract
An efficient method for introducing nucleophiles on furan and thiophene has been established via the in situ formation of benzyl-type carbocation, delocalization of the carbocation on heterocyclic ring, and nucleophilic trap of α-EWG ketene S,S-acetal sequence at the 5-position.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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