SILYL MODIFICATION OF BIOLOGICALLY ACTIVE COMPOUNDS. 9. SYNTHESIS AND BIOLOGICAL ACTIVITY OF NOVEL 1,3-DISILA-BENZO[5,6]CYCLOHEXENE DERIVATIVES

Authors

  • Э. Лукевиц Latvian Institute of Organic Synthesis, Riga LV 1006
  • А. Заблоцкая Latvian Institute of Organic Synthesis, Riga LV 1006
  • И. Сегал Latvian Institute of Organic Synthesis, Riga LV 1006
  • С. Германе Latvian Institute of Organic Synthesis, Riga LV 1006
  • Ю. Попелис Latvian Institute of Organic Synthesis, Riga LV 1006

Keywords:

1,3-disilabenzo[5,6]cyclohexene, organosilicon compounds, spirocycle, chlorosilane, psychotropic activity, transannular interaction, cyclization, 29Si NMR

Abstract

We have synthesized a series of 1,3-disilabenzo[5,6]cyclohexene derivatives starting from (o-bromomethylphenyl)dimethylchlorosilane. Based on NMR data, we have concluded that there is a transannular N → Si interaction in the 3',3'-5-trimethyl-2,8-dioxa-5-aza-1-silacyclooctane-1-spiro-1'-(1',3'-disilabenzo-[4',5']cyclohexene) obtained. We have studied the psychotropic activity of this compound and its iodomethylate and also 3-(3-chloropropyl)-1,1,3-trimethyl-1,3-disilabenzo[5,6]cyclohexene, and we have shown that they have a sedative effect.

How to Cite
Lukevics, E.; Zablotskaya, A.; Segal, I.; Germane, S.; Popelis, J. Chem. Heterocycl. Compd. 2003, 39, 813. [Khim. Geterotsikl. Soedin. 2003, 941.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1025667717347

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Published

2003-06-25

Issue

No. 6 (2003)

Section

Original Papers