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Synthesis 2015; 47(11): 1643-1655
DOI: 10.1055/s-0034-1380185
DOI: 10.1055/s-0034-1380185
paper
Novel One-Pot Multicomponent Strategy for the Synthesis of Pyrrolo[1,2-a]benzimidazole and Pyrrolo[1,2-a]quinoxaline Derivatives
Further Information
Publication History
Received: 24 January 2015
Accepted after revision: 02 February 2015
Publication Date:
05 March 2015 (online)
Abstract
A simple one-pot multicomponent procedure has been developed for the synthesis of pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives by heating a 1:2:1 molar mixture of a benzimidazole unsubstituted on the imidazole ring, a 2-bromoacetophenone derivative, and a nonsymmetrical activated alkyne in refluxing 2-ethyloxirane. The reaction can be performed under conventional reflux conditions or with microwave irradiation.
Supporting Information
- Supporting information for this paper is available online at: http://dx.doi.org/10.1055/s-0034-1380185. It includes the X-ray crystal structures of compounds 4a, 8c, and 5c as representative examples of the pyrrolo[1,2-a]benzimidazoles 4a–q, the pyrrolo[1,2-a]quinoxalines 8a–d, and the 4,5-dihydropyrrolo[1,2-a]quinoxalines 5a–f, respectively. Original cif files for compounds 4a, 5c, and 8c, and 1H and 13C NMR spectra of all isolated compounds are also provided.
- Supporting Information
Primary Data
- Primary data for this article are available online at http:// www.thieme-connect.com/products/ejournals/journal/10.1055/s-00000084 and can be cited using the following DOI: 10.4125/pd0063th.
- Primary Data
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