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.
Different Behaviour of Secondary and Primary Amines towards 1-Alkyl-3,4-dinitropyrroles / Mencarelli, Paolo; Franco, Stegel. - In: JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS. - ISSN 0022-4936. - STAMPA. - 3(1980), pp. 123-124. [10.1039/c39800000123]
Different Behaviour of Secondary and Primary Amines towards 1-Alkyl-3,4-dinitropyrroles
MENCARELLI, Paolo;
1980
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
