Study on the Novel Radical Reagents Using the Specificity of Hypervalent Iodine Compounds

利用高价碘化合物特异性的新型自由基试剂的研究

• 批准号: 08640670
• 负责人: TOGO Hideo
• 金额: $ 1.34万
• 依托单位: Chiba University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1996
• 资助国家: 日本
• 起止时间: 1996 至 1997
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-08640670/
• 关键词: Radical Reactions; Hypervalent Iodine Compounds; Carbon-centered Radical; Oxygen-centered Radical; Nitrogen-centered Radical; 炭素-炭素結合形成; 酸素ラジカル; 炭素-酸素結合形成; 酸素-炭素結合形成

Radical reactions are one of the most useful methods for organic synthesis. Therefore, the study on the novel radical reactions with hypervalent iodine compounds has been carried out. Here, based on our study, the formation of carbon-centered radicals, oxygen-centered radicals, and nitrogen-centered radicals with hypervalent iodine compounds has been established. Especially, the formation of nitrogen-centered radicals from sulfonamides with hypervalent iodine compounds is very useful for the preparation of 1,2,3,4-tetrahydroquinoline derivatives and saccharin derivatives. Then, the present method was applied for the preparation of the key skeletons of biologically active compounds. These results were published in five international Journals and other three papers are in press.

自由基反应是有机合成中最常用的方法之一。因此，开展了高价碘化合物与新型自由基反应的研究。在这里，基于我们的研究，已经建立了与高价碘化合物形成碳中心自由基、氧中心自由基和氮中心自由基。特别是，由磺酰胺与高价碘化合物形成氮中心自由基对于制备1，2，3，4-四氢喹啉衍生物和糖精衍生物非常有用。然后，将本方法应用于生物活性化合物的关键骨架的制备。这些结果发表在五个国际期刊上，其他三篇论文正在出版中。

项目成果

Osamu Yamazaki, Hideo Togo, Genki Nogami, and Masataka Yokoyama: "Novel Water-Soluble Organosilane Compounds as a Reducing Agent in Aqueous Media" Bulletin of The Chemical Society of Japan. 70. 2519-2523 (1997)

Osamu Yamazaki、Hideo Togo、Genki Nogami 和 Masataka Yokoyama：“新型水溶性有机硅烷化合物作为水介质中的还原剂”日本化学会通报。

Takahito Muraki, Hideo Togo, and Masataka Yokoyama: "Hypervalent iodine Componds as Free Radical Precursors" Reviews on Heteroatom Chemistry. 17. 213-243 (1997)

Takahito Muraki、Hideo Togo 和 Masataka Yokoyama：“超价碘化合物作为自由基前体”杂原子化学评论。

H.Togo,Y.Hoshino,and M.Yokoyama: "Cyclic Amination onto Aromatic Ring of Sulfonamides with (Diacetoxyiodo) arenes : Effect of Sulfonyl Group" Tetrahedron Letters. 37. (1996)

H.Togo、Y.Hoshino 和 M.Yokoyama：“用（二乙酰氧基碘）芳烃对磺酰胺芳香环进行环胺化：磺酰基的影响”四面体字母。

Takahito Muraki, Hideo Togo, and Masataka Yokoyama: "Synthetic Use of 1-(p-Toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one:Iodination of Aromatic Rings" Synlett. 34(in press). (1998)

Takahito Muraki、Hideo Togo 和 Masataka Yokoyama：“1-(p-Toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one 的合成用途：芳香环的碘化”Synlett。

Osamu Yamazaki, Hideo Togo, Genki Nogami, and Masataka Yokoyama: "Novel Water-Soluble Organosilane Compounds as a Reducing Agent in Aqueous Media" Bulletin of Chemical Society of Japan. 70. 2519-2523 (1997)

Osamu Yamazaki、Hideo Togo、Genki Nogami 和 Masataka Yokoyama：“新型水溶性有机硅烷化合物作为水介质中的还原剂”日本化学会通报。