Different behaviour of secondary and primary amines towards 1-alkyl-3,4-dinitropyrroles
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 3,p. 123-124
- https://doi.org/10.1039/c39800000123
Abstract
The reaction of 1-alkyl-3,4-dinitropyrroles with secondary amines gives nucleophilic aromatic cine substitution (formation of 1-alkyl-2-amino-4-nitropyrroles), whereas the reaction with primary amines follows a more complicated pattern, involving mainly a multistep ring-opening and ring-closure process, and also yielding the product of formal direct substitution, but not that of cine substitution.Keywords
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