Synthesis of New Bis(spiro-β-lactams) via Interaction of Methyl 1-Bromocycloalcanecarboxylates with Zinc and N,N′-Bis(arylmethylidene)benzidines

Autor:	L. S. Govorushkin, T. A. Zakharova, E. A. Nikiforova, Nikolay F. Kirillov, D. V. Baibarodskikh
Rok vydání:	2019
Předmět:	Nucleophilic addition Article Subject 010405 organic chemistry Chemistry Substrate (chemistry) chemistry.chemical_element Benzidines General Chemistry Zinc 010402 general chemistry Ring (chemistry) 01 natural sciences Medicinal chemistry 0104 chemical sciences lcsh:Chemistry chemistry.chemical_compound lcsh:QD1-999 Intramolecular force Reagent Amide
Zdroj:	Journal of Chemistry, Vol 2019 (2019)
ISSN:	2090-9071 2090-9063
DOI:	10.1155/2019/7496512
Popis:	Interaction of the Reformatsky reagents, prepared from methyl 1-bromocyclopentane-1-carboxylate or methyl 1-bromocyclohexane-1-carboxylate, with N,N′-bis(arylmethylidene)benzidines has given rise to a set of intermediates as a result of nucleophilic addition to the C=N group of a substrate. Further intramolecular attack of the amide nitrogen atom onto the ester carbonyl group is responsible for the ring closure, which affords two series of spirocompounds: 2,2′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-2-azaspiro[3.4]octan-1-one) or 2,2′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-2-azaspiro[3.5]nonan-1-ones).
Databáze:	OpenAIRE
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