Preparation of new nitrogen-bridged heterocyles. 15. Synthesis and reaction of 1,9a-dihydropyrido[2,1-c][1,4]thiazines.
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概要
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Alkaline treatment of 1-[2-(substituted methylthio)vinyl]pyridinium bromides, readily obtainable from the <I>S</I>-alkylation of pyridinium 1-(thiocarbonyl)methylides with various alkyl bromides such as bromoacetonitrile, ethyl bromoacetate, and some phenacyl bromides, gave smoothly 1,9a-dihydropyrido[2,1-<I>c</I>][1,4]thiazine derivatives as almost isomeric mixtures. These dihydropyridothiazines are very unstable and decomposed rapidly at ordinary temperature, but by treating them with a dehydrogenating agent such as lead tetraacetate (LTA) or 2,3-dichloro-5,6-dicyano-<I>p</I>-benzoquinone (DDQ) at 0 °C the desulfurized and the rearranged aromatic indolizine derivatives were formed in moderate to good yields.
- 公益社団法人 日本化学会の論文
著者
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Kakehi Akikazu
Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University
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Ito Suketaka
Department of Applied Chemistry Faculty of Engineering Nagoya University
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Shiohara Morio
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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Adachi Kyoko
Department of Chemistry, Hamamatsu University School of Medicine
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Maruta Katsunori
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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Yonezu Shingo
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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Yuito Kazuhiro
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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