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

Lukevics Edmunds | Zendy; Ignatovich Luba | Zendy; Sleiksha Ilze | Zendy; Muravenko Velta | Zendy; Shestakova Irina | Zendy; Belyakov Sergey | Zendy; Popelis Jury | Zendy

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

Author(s) -

Lukevics Edmunds,

Ignatovich Luba,

Sleiksha Ilze,

Muravenko Velta,

Shestakova Irina,

Belyakov Sergey,

Popelis Jury

Publication year - 2006

Publication title -

applied organometallic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.53

H-Index - 71

eISSN - 1099-0739

pISSN - 0268-2605

DOI - 10.1002/aoc.1092

Subject(s) - chemistry , oxime , reagent , furan , hydrogen bond , intermolecular force , lithium (medication) , stereochemistry , medicinal chemistry , butyllithium , organic chemistry , molecule , medicine , endocrinology

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) Å [H…N8 = 1.87 (6) Å, O9H…N8 = 157(4)°]. Copyright © 2006 John Wiley & Sons, Ltd.

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