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p‐TsOH‐mediated, Versatile, and Efficient Approach for the Synthesis of Triazolyl‐Carbazoles from Nitrovinylcarbazoles and Azide via 1, 3‐Dipolar Cycloaddition

An efficient method for the synthesis of N‐alkylated 3‐(1‐benzyl‐1H‐1,2,3‐triazole‐4‐yl)‐9H‐carbazoles (5, 6, 7, 8, 9, 10) and 9‐ethyl‐3,6‐di(1H‐1,2,3‐triazole‐4‐yl)‐9H‐carbazole (13) has been developed from nitroolefines. The effects of catalyst and solvent on these reactions have been investigated...

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Published in:Journal of heterocyclic chemistry 2017-03, Vol.54 (2), p.1361-1368
Main Authors: Avula, Vijay Kumar Reddy, Vallela, Swetha, Anireddy, Jaya Shree, Chamarthi, Naga Raju
Format: Article
Language:English
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Summary:An efficient method for the synthesis of N‐alkylated 3‐(1‐benzyl‐1H‐1,2,3‐triazole‐4‐yl)‐9H‐carbazoles (5, 6, 7, 8, 9, 10) and 9‐ethyl‐3,6‐di(1H‐1,2,3‐triazole‐4‐yl)‐9H‐carbazole (13) has been developed from nitroolefines. The effects of catalyst and solvent on these reactions have been investigated. p‐TsOH‐THF was found to be the best system for this reaction. Various triazolyl‐carbazoles were prepared in good to excellent yields.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2715