Derivatives of α,β-dehydro amino acids: III. Reaction of 4-arylmethylidene-4,5-dihydro-1,3-oxazol-5-ones with hexamethyldisilazane

Autor:	A. A. Oganesyan, L. G. Arutyunyan, V. O. Topuzyan
Rok vydání:	2007
Předmět:	chemistry.chemical_classification Solvent chemistry.chemical_compound chemistry Boiling Organic Chemistry Ethyl acetate Organic chemistry Acetonitrile Amino acid
Zdroj:	Russian Journal of Organic Chemistry. 43:868-871
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428007060127
Popis:	4-Arylmethylidene-4,5-dihydro-1,3-oxazol-5-ones reacted with hexamethyldisilazane in ethyl acetate, acetonitrile, or DMF at room temperature to give mainly 2-acylamino-3-arylmethylideneprop-2-enamides, whereas in boiling DMF the corresponding 4-arylmethylidene-4,5-dihydro-1H-imidazol-5-ones were formed. The reaction of 2-benzoylamino-3-phenylprop-2-enamide with hexamethyldisilazane also led to the formation of 4-benzylidene-2-phenyl-4,5-dihydro-1H-imidazol-5-one, while its reaction with chlorotrimethylsilane afforded either a 1:1 mixture of 4-benzylidene-2-phenyl-4,5-dihydro-1,3-oxazol-5-one and 4-benzylidene-2-phenyl-4,5-dihydro-1H-imidazol-5-one or only the latter, depending on the solvent.
Databáze:	OpenAIRE
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