A NEW METHOD FOR THE SYNTHESIS OF SILICON- AND GERMANIUM-CONTAINING 2-ACETYLFURANS AND 2-ACETYLTHIOPHENES

Authors

  • Э. Лукевиц Latvian Institute of Organic Synthesis, Riga
  • Л. Игнатович Latvian Institute of Organic Synthesis, Riga
  • И. Слейкша Latvian Institute of Organic Synthesis, Riga
  • В. Романов Latvian Institute of Organic Synthesis, Riga
  • С. Гринберга Latvian Institute of Organic Synthesis, Riga
  • Ю. Попелис Latvian Institute of Organic Synthesis, Riga
  • И. Шестакова Latvian Institute of Organic Synthesis, Riga

DOI:

https://doi.org/10.1007/7669

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

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.

How to Cite
Lukevics, E.; Ignatovich, L.; Sleiksha, I.; Romanov, V.; 
Grinberga,  S.; Popelis, J.; Shestakova, I.  Chem. Heterocycl. Compd. 2007, 43, 143. [Khim. Geterotsikl. Soedin. 2007, 192.]

For this article in the English edition see DOI 10.1007/s10593-007-0024-y


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Published

2023-04-03

Issue

No. 2 (2007)

Section

Original Papers