Development of heterocyclic compounds using various active species containing selenium

使用各种含硒活性物质开发杂环化合物

• 批准号: 17550099
• 负责人: KOKETSU Mamoru
• 金额: $ 2.3万
• 依托单位: Gifu University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2005
• 资助国家: 日本
• 起止时间: 2005 至 2006
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-17550099/
• 关键词: Hetero atom; Heterocyclic compound; Selenium; selenazole; selenourea; isoselenocyanate; selenoamide; ヘテロ元素; セレニウム; セレナザジエン

Compounds bearing multiple active sites are very useful as starting materials for heterocyclic compounds. However, there are limited number of reports of applications using selenium compounds such as selenourea, selenoamide, selenazadiene, and acetylene selenide. Recently, we developed methods for the preparation of selenourea, selenoamide, selenazadiene, and acetylene selenide. We have investigated development of heterocyclic compounds using the various active species containing selenium. Using selenazadiene, reactions with chloroacetonitrile gave 1,3-selenazole-5-carbonitrile, reactions with chloroacetoyl chloride and amine gave 1,3-selenazole-5-carboxylamide, reactions with haloketone gave 5-acyl-2-amino-1,3-selenazole, respectively. Using selenourea, reactions with chloroacetonitrile gave 2-amino-1,3-selenazol-4-iminium chloride, reactions with ketone or aldehyde afforded 2-amino-1,3-selenazole. Using isoselenocyanate, 1,2,4-triazole, 1,3-selenazetizine, 1,3-selenazole, 1,3-selenazine and 1-thia-6-oxa-6aλ^4-seleno-3-azapentalene were prepared.Thus we have confirmed that selenium compounds bearing multiple active sites are excellent starting materials for preparation of novel heterocyclic compounds.

含有多个活性位点的化合物是制备杂环化合物非常有用的原料。然而，使用硒化合物如硒脲、硒酰胺、硒偶氮二烯和硒化乙炔的应用报告数量有限。近年来，我们开发了硒脲、硒酰胺、硒偶氮二烯和乙炔硒化物的制备方法。我们研究了利用各种含硒活性物质开发杂环化合物。以硒偶氮二烯为原料，与氯乙腈反应得到1,3-硒唑-5-碳腈，与氯乙酰氯和胺反应得到1,3-硒唑-5-羧酰胺，与卤酮反应得到5-酰基-2-氨基-1,3-硒唑。以硒脲为原料，与氯乙腈反应得到2-氨基-1,3-硒唑-4-氯化亚胺，与酮或醛反应得到2-氨基-1,3-硒唑。以异硒氰酸酯为原料，制备了1,2,4-三唑、1,3-硒化氮杂化、1,3-硒化氮杂化、1,3-硒化氮杂化和1-噻亚-6-氧- 6ab ^4-硒-3-氮杂二烯。因此，我们证实了具有多个活性位点的硒化合物是制备新型杂环化合物的优良起始材料。

项目成果

Thioamides, thioureas and related selenium and tellurium compounds, in Handbook of Chalcogen Chemistry : New Perspectives in Sulfur, Selenium and Tellurium

硫代酰胺、硫脲和相关的硒和碲化合物，载于《硫族化学手册：硫、硒和碲的新观点》

• 发表时间: 2006
• 作者: M.Koketsu;H.Ishihara;F.A.Devillanova 編
• 通讯作者: F.A.Devillanova 編

Synthesis of 1-alkylselenocyclobutene via intermediate allenyl selenoketene

通过中间体丙二烯基硒烯酮合成1-烷基硒代环丁烯

• 发表时间: 2005
• 期刊: Tetrahedron Lett. 46
• 作者: M.Koketsu;M.Kanoh;Y.Yamamura;H.Ishihara
• 通讯作者: H.Ishihara

1,3-Selenazole derivatives and their use as anticancer drugs or as agrochemicals

1,3-硒唑衍生物及其作为抗癌药物或农用化学品的用途

• 发表时间: 2006
• 期刊: EPC Patent Application No. 1323714 B1 (UK)
• 作者: M.Koketsu;H.Ishihara
• 通讯作者: H.Ishihara

3-Methyl-N-(4-phenyl-1,3-diselenol-2-ylidine)-benzamide

3-甲基-N-(4-苯基-1,3-二硒醇-2-亚基)-苯甲酰胺

• 发表时间: 2006
• 期刊: Acta Crystallographica Section E E62
• 作者: D.R.Garud;M.Koketsu;M.Ebihara;H.Ishihara
• 通讯作者: H.Ishihara

A facile preparation of selenohydantoins using isoselenocyanate

• DOI: 10.1002/jhet.5570440113
• 发表时间: 2007-01-01
• 期刊: JOURNAL OF HETEROCYCLIC CHEMISTRY
• 影响因子: 2.4
• 作者: Koketsu, Mamoru;Takahashi, Ayako;Ishihara, Hideharu
• 通讯作者: Ishihara, Hideharu