Synthesis, structure and cytotoxic activity of 2-acetyl-5-trimethylsilylthiophene(furan) and their oximes

Autor:	Edmunds Lukevics, Luba Ignatovich, Irina Shestakova, Sergey Belyakov, Velta Muravenko, Ilze Sleiksha, Jury Popelis
Rok vydání:	2006
Předmět:	Stereochemistry Hydrogen bond chemistry.chemical_element General Chemistry Crystal structure Oxime Medicinal chemistry Chemical synthesis Inorganic Chemistry chemistry.chemical_compound chemistry Furan Molecule Lithium Semicarbazone
Zdroj:	Applied Organometallic Chemistry. 20:454-458
ISSN:	1099-0739 0268-2605
DOI:	10.1002/aoc.1092
Popis:	5-Trimethylsilylderivatives of 2-acetylthiophene and -furan have been regioselectively prepared by a one-pot procedure from the corresponding 2-acetylfuran or 2-acetylthiophene using lithium N-methylpiperazide (LNMP)–butyllithium–trimethylchlorosilane–water as the sequence of reagents. The ketones obtained were converted to the corresponding oximes. The structure of 2-acetyl-5-trimethylsilylthiophene oxime (E-isomer) has been studied by X-ray diffraction. Formation of centrosymmetric dimers by means of H-bonds has been observed. The intermolecular hydrogen bond O9H…N8 length is 2.842(5) A [H…N8 = 1.87 (6) A, O9H…N8 = 157(4)°]. Copyright © 2006 John Wiley & Sons, Ltd.
Databáze:	OpenAIRE
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