Hydrogenation of compounds containing an indolizine moiety and of 1-benzylisoquinoline over rhenium heptasulfide

Autor:	Ryashentseva Margarita A, S. A. Soldatova, R. Alarkon Khorkhe, A. T. Soldatenkov, N. S. Prostakov
Rok vydání:	1991
Předmět:	chemistry.chemical_classification Annulation Chemistry Stereochemistry General Chemistry Ring (chemistry) Medicinal chemistry chemistry.chemical_compound Pyridine Nitro Moiety Indolizine Alkyl Pyrrole
Zdroj:	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 40:1253-1256
ISSN:	1573-9171 0568-5230
DOI:	10.1007/bf00961308
Popis:	It was shown by hydrogenation of 2,8-diphenylindolizine, benzo[2,3]indolizine, dibenzo[2,3;5,6]indolizine, dibenzo[ 2,3;7,8 ]indolizine, 1-benzylisoquinoline, and 2,3-dimethyl-6-ethyl-4-(4-nitrophenyl)pyridine over Re2S7 (250°C,\(P_{H_2 } \) = 140 atm, 4 h) that the pyridine ring in benzoindolizines is hydrolyzed in preference to the pyrrole ring. Phenyl substituents at the indolizine do not prevent its complete reduction while alkyl substituents make reduction difficult. Annelation of the pyrrole and pyridine rings of indolizine lower the degree of its reduction; a nitro group is reduced to an amino group.
Databáze:	OpenAIRE
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