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Paper | Regular issue | Vol 43, No. 2, 1996, pp.381-388
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7271
Synthesis of 6-Acyl-2, 2-dimethyl-2-silatetralins

Osamu Hoshino*, Akihisa Hirokawa, Atsuhiro Tatsuno, Ayako Kigoshi, Harumi Watahiki, and Teruo Kurihara

*Faculty of Pharmaceutical Sciences, Science University of Tokyo, 12, Ichigaya Funagawara-machi, Shinjuku-ku, Tokyo 162, Japan

Abstract

Friedel-Crafts reaction of 2-silatetralin (4) with acid anhydrides (acetic anhydride, succinic anhydride, glutaric anhydride, phthalic anhydride, cis-1, 2-cyclohexanedicarboxylic anhydride, and diphenic anhydride) or benzoyl chloride in the presence of AlCl3 in CH2Cl2 at room temperature gave exclusively the corresponding 6-acyl-2-silatetralins in fair to good yield. This findings were supported by the MNDO molecular orbital calculations of 2-silatetralin (4).