Protecting Group Free Synthesis of Carboxyl-substituted Dihydropyrimidines Through Biginelli Reaction

Autor:	Sergey V. Ryabukhin, Andrey S. Plaskon, Andrey A. Tolmachev, Oleksandr O. Grygorenko, Eugeniy N. Ostapchuk
Rok vydání:	2013
Předmět:	Benzaldehyde Steric effects chemistry.chemical_compound Acetoacetic acid chemistry Organic Chemistry Biginelli reaction Urea Protecting group Medicinal chemistry
Zdroj:	Journal of Heterocyclic Chemistry. 50:1299-1303
ISSN:	0022-152X
DOI:	10.1002/jhet.1568
Popis:	Chlorotrimethylsilane-promoted Biginelli-type reaction of benzaldehyde, acetoacetic acid derivatives, and various carboxyl-containing ureas was explored. It was found that the steric load of the urea substituents influenced strongly the reaction outcome; in particular, the method was efficient only in the case of unbranched mono-substituted ureas bearing either aliphatic or aromatic groups. The method allows performing a one-pot, protecting group free synthesis of dihydropyrimidines possessing carboxylic functionality.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2efc5ddbe94f43b229d783053a90c82a https://doi.org/10.1002/jhet.1568 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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