The course of the reaction of 1-methyl-3,4-dinitropyrrole with piperidine or morpholine in acetonitrile depends upon the reaction conditions. At refluxing temperature the main products are the cine substitution products, whereas at room temperature 2-pyrrolines are formed. Base-promoted decomposition of the latter yields products of formal direct denitration, whereas in the presence of Me3NH+ ion cine substitution products are obtained.
Interaction of 3,4-Dinitro-1-methylpyrrole with Secondary Amines: Alternative Formation of Pyrrolines or Cine Substitution Products / Giuseppe, Devincenzis; Mencarelli, Paolo; Franco, Stegel. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 48:2(1983), pp. 162-166. [10.1021/jo00150a005]
Interaction of 3,4-Dinitro-1-methylpyrrole with Secondary Amines: Alternative Formation of Pyrrolines or Cine Substitution Products
MENCARELLI, Paolo;
1983
Abstract
The course of the reaction of 1-methyl-3,4-dinitropyrrole with piperidine or morpholine in acetonitrile depends upon the reaction conditions. At refluxing temperature the main products are the cine substitution products, whereas at room temperature 2-pyrrolines are formed. Base-promoted decomposition of the latter yields products of formal direct denitration, whereas in the presence of Me3NH+ ion cine substitution products are obtained.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
