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Synlett 2014; 25(3): 371-374
DOI: 10.1055/s-0033-1340307
DOI: 10.1055/s-0033-1340307
letter
2,6-Difunctionalization of N-Substituted Dithienothiazines via Dilithiation
Further Information
Publication History
Received: 17 October 2013
Accepted after revision: 31 October 2013
Publication Date:
13 November 2013 (online)
Abstract
The regioselective lithiation of dithienothiazines followed by electrophilic trapping in a one-pot fashion is an efficient route to 2-mono- and 2,6-difunctionalized dithienothiazines. A pseudo five-component dilithiation–diformylation–double-Wittig olefination sequence gives a dithienothiazine symmetrically functionalized with α,β-unsaturated ester side chains in excellent yield.
Key words
addition reactions - heterocycles - lithiation - multicomponent reactions - Wittig reactionsSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
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For excellent reviews, see for example:
For excellent reviews, see for example: