Dibenzothiepin Derivatives and Related Compounds. V. Reactions of 6,11-Dihydrodibenzo [b, e] thiepin 5-Oxides with SbCl_5 and Perchloric Acid
スポンサーリンク
概要
- 論文の詳細を見る
Reactions of sulfides with SbCl_5 or perchloric acid were examined. Sulfoxides having no α-hydrogens produced very stable 1 : 1 adducts of them and SbCl_5. On the other hand, sulfoxides having α-hydrogens formed the intermediates of sulfonium or carbonium ion. In the reactions of benzyl phenyl sulfoxide (12) and 11-phenyl-6,11-dihydrodibenzo-[b, e] thiepin 5-oxide (21a) the intermediates reacted with MeONa to give sulfides substituted by a methoxy group at α-position. A novel transannular reaction and an intramolecular 1,2-rearrangement of the intermediate were found in the reaction of 11-phenyl-6,11-dihydrodibenzo [b, e] thiepin-11-ol 5-oxide (26) or 11-methoxy-11-phenyl-6,11-dihydrodibenzo [b, e] thiepin 5-oxide (34). The bridged sulfonium intermediate (32) was isolated in good yield from the reaction of 26 or 34 with perchloric acid. The mechanism of the reactions was discussed.
- 公益社団法人日本薬学会の論文
- 1978-09-25
著者
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片岡 貞
岐阜薬科大学薬化学講座
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片岡 貞
Gifu Pharmaceutical University
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清水 洋
Gifu Pharmaceutical University
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堀 幹夫
Gifu Pharmaceutical University
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小野木 和弘
興和研究所
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小野木 和弘
Gifu College of Pharmacy
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