高等学校化学学报 ›› 2002, Vol. 23 ›› Issue (11): 2097.

• 研究论文 • 上一篇    下一篇

1,3-偶极环加成合成新型含2-苯基-1,2,3-三唑基-1,5-苯并硫氮杂噁二唑并合衍生物

刘方明1, 王宝雷2, 李燕萍1   

  1. 1. 新疆大学化学与化工学院, 乌鲁木齐830046;
    2. 南开大学元素有机化学研究所, 天津300071
  • 收稿日期:2001-07-17 出版日期:2002-11-24 发布日期:2002-11-24
  • 通讯作者: 刘方明(1966年出生),男,博士,教授,硕士生导师,主要从事唑类杂环化合物的研究.
  • 基金资助:

    国家自然科学基金(批准号:29702007;20162004)资助

Synthesis of New 1,2,4-Oxadiazolo[4,5-d][1,5]benzothiazepine Derivatives Containing 2-Phenyl-1,2,3-triazole Through 1,3-Dipolar Cycloaddition Reaction

LIU Fang-Ming1, WANG Bao-Lei2, LI Yan-Ping1   

  1. 1. College of Chemistry and Chemical Engineering, Xinjiang University, Wulumuqi 830046, China;
    2. Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China
  • Received:2001-07-17 Online:2002-11-24 Published:2002-11-24

摘要: α,β-不饱和酮(1a~1e)与邻氨基苯硫酚反应,得到含2-苯基-1,2,3-三唑基1,5-苯并硫氮杂(2a~2e),然后以此化合物为原料同1,3-偶极子氧化腈“现场”发生1,3-偶极环加成,合成出一系列含2-苯基-1,2,3-三唑基的1,2,4-二唑并合的1,5-苯并硫氮杂衍生物(3a~3j).产物经元素分析、IR、1HNMR及MS加以确证.

关键词: 1, 5-苯并硫氮杂, 2-苯基-1, 2, 3-三唑, 1, 3-偶极环加成, 1, 2, 4-二唑

Abstract: Benzothiazepines containing 2-phenyl-1,2,3-triazole(2a-2e) which have potentially useful pharmacological properties were synthesized from α,β- unsaturated ketones(1a-1e) and 2-aminothiophenol, and then underwent 1,3-dipolar cycloaddition reaction with aryl nitrile oxides "in situ" and a series of 1,2,4-oxadiazolo benzothiazepine derivatives containing 2-phenyl-1,2,3-triazole(3a-3j) were obtained. The experimental results show that if the substituent R1 or R2 at phenyl of 1,5-benzothiazepine is electron-donated, it will facilitate the 1,3-dipolar cycloaddition reaction. The structures of the products were confirmed by IR, 1H NMR, MS and elementary analyses, and their spectrum characters were also discussed.

Key words: Benzothiazepine, 2-Phenyl-1,2,3-triazole, 1,3-Dipolar cycloaddition, 1,2,4-Oxadiazole

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