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A new method for the synthesis of silicon-and germanium-containing 2-acetylfurans and 2-acetylthiophenes
Authors:E. Lukevics  L. Ignatovich  I. Sleiksha  V. Romanov  S. Grinberga  J. Popelis  I. Shestakova
Affiliation:(1) Latvian Institute of Organic Synthesis, Riga, Latvia
Abstract:A new method was developed for the synthesis of silicon-and germanium-containing acetylfurans and acetylthiophene by metallation of 2-acetylfuran or 2-acetylthiophene with n-BuLi at low temperature after protection of the carbonyl group with lithium N-methylpiperazide and reaction of the lithium derivative with various trialkyl-, alkylphenyl-, and cycloalkylchlorosilanes or trialkylchloro(bromo)germanes. The cytotoxic activity of the new compounds was studied, and it was established that the silicon-and germanium-containing acetylfurans and acetylthiophenes are substances with low toxicity (LD50 312->2000 mg/kg) and have low cytotoxicity toward HT-1080 and MG-22A tumor cells. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 192–199, February, 2007.
Keywords:2-acetyl-5-alkylphenylsilylthiophenes  2-acetyl-5-alkylphenylsilylfurans  2-acetyl-5-silacycloalkylthiophenes  2-acetyl-5-silacycloalkylfurans  2-acetyl-5-trialkylsilyl(germyl)thiophenes  2-acetyl-5-trialkylsilyl(germyl)furans  synthesis  toxicity  cytotoxicity   1H   13C   29Si NMR
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