orthoeffect on the nitrosation of the 2,3-diphenyl-5(2-methoxyphenyl)pyrrole

Autor: Vincenzo Sprio, Mirella Ferrugia, Pasquale Agozzino, Leopoldo Ceraulo
Rok vydání: 1990
Předmět:
Zdroj: Journal of Heterocyclic Chemistry. 27:255-257
ISSN: 1943-5193
0022-152X
DOI: 10.1002/jhet.5570270226
Popis: A comparison of the behaviour on the nitrosation of the isomers 5-(2-methoxyphenyl)- (1a) 5-(3-methoxyphenyl)- (1b) and 5-(4-methoxyphenyl)2,3-diphenylpyrroles (1c) carried out in the usual way with iso-amyl nitrite in a solution of sodium ethoxide in ethanol evidences that 1a is dramatically less reactive with respect to 1b and 1c. The different reactivity was ascribed to the occurrence of a strong hydrogen bond involving pyrrole NH and the ortho-methoxy group.
Databáze: OpenAIRE