Studies on Acetylenic Compounds. LII. Reactions of Acetylenic Sulfonium Salts with Cyclohexanone and Cyclopentanone
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概要
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Treatment of dimethyl 3-phenyl-2-propynylsulfonium bromide (I) with cyclohexanone in the presence of sodium hydride gave methyl 2-phenyl-4-(1-hydroxycyclohexyl)-2,3-butadienyl sulfide (II), which accompanied with the rearrangement of S_<Ni'> type. Similarly, I reacted with cyclopentanone to give a mixture of methyl 2-phenyl-4-(1-hydroxycyclopentyl)-2,3-butadienyl sulfide (III) and methyl 2-phenyl-4-(1-hydroxycyclopentyl)-3-butynyl sulfide (IV). Dimethyl 2-butynylsulfonium bromide (V), likewise, reacted with cyclohexanone and cyclopentanone to afford methyl 2-methyl-4-(1-hydroxycyclohexyl)-2,3-butadienyl sulfide (VI) and methyl 2-methyl-4-(1-hydroxycyclopentyl)-2,3-butadienyl sulfide (VII), respectively. On the other hand, treatment of dimethyl 2-propynylsulfonium bromide (VIII) with cyclohexanone and cyclopentanone gave methyl 4-(1-hydroxycyclohexyl)-3-butynyl sulfide (X) and methyl 4-(1-hydroxycyclopentyl)-3-butynyl sulfide (XIII), respectively.
- 公益社団法人日本薬学会の論文
- 1970-05-25
著者
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岸田 有吉
Central Research Laboratories Sankyo Co. Ltd.
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寺田 敦祐
Central Research Laboratories, Sankyo Co., Ltd.
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寺田 敦祐
京都薬科大学 化学研究所
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Terada A
Medicinal Chemistry Research Laboratories Sankyo Co. Ltd.
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