C-phosphorylation of 5,10-dimethyl-5,10-dihydrophenazine and its carbo- and heteroanalogs

Autor:	Aleksandr M. Pinchuk, Viktor N. Serdyuk, Sergei P. Ivonin, Svetlana D. Kopteva, Andrei A. Tolmachev
Rok vydání:	2001
Předmět:	chemistry.chemical_compound chemistry Group (periodic table) Heteroatom Pyridine Electrophile Phosphorus tribromide Phosphorylation Molecule Reactivity (chemistry) General Chemistry Medicinal chemistry
Zdroj:	Heteroatom Chemistry. 12:652-657
ISSN:	1098-1071 1042-7163
DOI:	10.1002/hc.1098
Popis:	This study covers phosphorylation of heterocyclic analogues of N-methyldiphenylamine with phosphorus tribromide in pyridine solution. The reaction is found to proceed regioselectively in accordance with the orienting effect of the amino group. Mono and bis-phosphorylated derivatives of the heterocycles have been isolated and characterized. It is pointed out that the heterocyclic systems under study exhibit reduced reactivity in electrophilic phosphorylation as compared to N-methyldiphenylamine. The results of calculations by the PM3 method are reported for the starting molecules and their σ-complexes. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:652–657, 2001
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a10c49c23b76dd62885fe5370abca93b https://doi.org/10.1002/hc.1098 Zobrazit plný text záznamu