An improved synthesis of benzocycloalkanone derivatives |
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Authors: | Wada Akimori Sawada Kyoko Ono Naomi Ito Masayoshi |
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Affiliation: | Kobe Pharmaceutical University, 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan. a-wada@kobepharma-u.ac.jp |
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Abstract: | A convenient and improved annulation method for the synthesis of bicyclic ketones was developed. A 2,2-dimethyl-6-(2-phenylsulfonyl)ethylcyclohexanone was converted into a sulfonylester by the addition of ethyl acetate and subsequent dehydration. A Dieckmann type condensation of the sulfonylester followed by desulfonylation afforded the 8,8-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one in good yield. This annulation method was also applicable for the synthesis of the benzocyclooctanone derivative. |
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