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Synlett 2012; 23(7): 1052-1056
DOI: 10.1055/s-0031-1290770
DOI: 10.1055/s-0031-1290770
letter
Regioselective Synthesis of Polysubstituted N2-Alkyl/Aryl-1,2,3-Triazoles via 4-Bromo-5-iodo-1,2,3-triazole
Further Information
Publication History
Received: 11 January 2012
Accepted after revision: 22 February 2012
Publication Date:
05 April 2012 (online)
Abstract
The regioselective N2-substitution of 4-bromo-5-iodo-1,2,3-triazole with alkyl/aryl halides in the presence of K2CO3 in DMF produced the desired 2-substituted 4-bromo-5-iodo-1,2,3-triazoles as a major products in good to excellent regioselectivity. Subsequent chemoselective Suzuki–Miyaura cross-coupling reaction of N2-substituted 4-bromo-5-iodo-1,2,3-triazoles provided polysubstituted 1,2,3-triazoles efficiently.
Key words
4-bromo-5-iodo-1,2,3-triazole - regioselectivity - N2-substitution - chemoselectivity - cross-couplingSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
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References
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