ChemInform Abstract: Fluoroalkylated α,β-Unsaturated Imines as Synthons for the Preparation of Fluorinated Triazinane-2,4-diones and Dihydropyrimidin-2(1H)-ones

Autor:	Gloria Rubiales, Guillermo Fernandez de Troconiz, Francisco Palacios, Ana M. Ochoa de Retana
Rok vydání:	2014
Předmět:	chemistry.chemical_compound Tosyl chemistry Synthon Organic chemistry Regioselectivity Selective catalytic reduction General Medicine Phenyl isocyanate Isocyanate
Zdroj:	ChemInform. 45
ISSN:	0931-7597
DOI:	10.1002/chin.201447031
Popis:	A regioselective addition of isocyanates to fluoroalkylated α,β-unsaturated imines 1 is described. Fluoroalkyl-substituted triazinane-2,4-diones 4 are obtained by the reaction of phenyl isocyanate with fluorinated imines 1, while fluorinated dihydropyridin-2(1H)-ones 7 are prepared when tosyl isocyanate is used. Tetrahydro-pyridin-2(1H)-one 10 is obtained by catalytic reduction of dihydropyridin-2(1H)-one 7. Computational studies are performed to explain the different behaviors of both isocyanates and the mechanisms of the processes.
Databáze:	OpenAIRE
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