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Synthesis 2014; 46(03): 348-356
DOI: 10.1055/s-0033-1338572
DOI: 10.1055/s-0033-1338572
paper
Exploring the Synthesis and the Reactivity of 4-[4-(Chloromethyl)styryl]-1,2-dimethyl-5-nitro-1H-imidazole in TDAE Strategy
Further Information
Publication History
Received: 10 October 2013
Accepted after revision: 19 November 2013
Publication Date:
02 December 2013 (online)
Abstract
We describe herein the preparation of 4-[4-(chloromethyl)styryl]-1,2-dimethyl-5-nitro-1H-imidazole via a Stille cross-coupling reaction. After determining the best reaction conditions, we investigated the reactivity of this activated chloromethyl compound in a TDAE [tetrakis(dimethylamino)ethylene] strategy toward 10 various electrophiles, obtaining 4-(4-substituted)styryl-1,2-dimethyl-5-nitro-1H-imidazoles in moderate to good yields.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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