CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core

Autor:	Nina N. Makhova, Mikhail I. Pleshchev, Ivan V. Fedyanin, Vladimir V. Kuznetsov, Nikita V. Das Gupta, Vadim V. Kachala
Rok vydání:	2015
Předmět:	Bicyclic molecule Diaziridine Organic Chemistry Imine Cationic polymerization Aromatization Metathesis Biochemistry Medicinal chemistry Pyrazolidine chemistry.chemical_compound chemistry Drug Discovery Organic chemistry Ceric ammonium nitrate
Zdroj:	Tetrahedron. 71:9012-9021
ISSN:	0040-4020
DOI:	10.1016/j.tet.2015.09.033
Popis:	A new, facile, regioselective ceric ammonium nitrate (CAN)-mediated one-pot access to bridgehead hydrazine bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium cations and [Ce3+(NO3)6]3− anion has been developed. The approach comprises [3+2]-cycloaddition of (2-bromo-2-nitrovinyl)arenes to N,N-cyclic azomethine imines, generated in situ by diaziridine ring opening in 6-Ar-1,5-diazabicyclo[3.1.0]hexanes or by metathesis of initially formed azomethine imine, followed by one-pot aromatization of the formed pyrazolidine ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::374cca1207e6d153eb0dd3edf7613e9c https://doi.org/10.1016/j.tet.2015.09.033 Zobrazit plný text záznamu Full Text from ScienceDirect