2-hydroxyimino-3-oxo-3-thiophen-2-yl-dithiopropionic acid benzyl ester | 1609182-83-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxyimino-3-oxo-3-thiophen-2-yl-dithiopropionic acid benzyl ester
• CAS: 1609182-83-3
• 化学式: C₁₄H₁₁NO₂S₃
• 分子量: 321.445
• InChiKey: NLQISXYLYIMSJO-UHFFFAOYSA-N

物化性质

• 沸点：
  509.8±52.0 °C(predicted)
• 密度：
  1.35±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  2-hydroxyimino-3-oxo-3-thiophen-2-yl-dithiopropionic acid benzyl ester 、 丁炔二酸二甲酯 以78%的产率得到6-benzylsulfanyl-2-carbomethoxy methylene-3-oxo-5-(thiophene-2-carbonyl)-1,4-thiazine
  参考文献：
  名称：

  Easy access to α-hydroxyimino-β-oxodithioesters and application towards the synthesis of diverse 1,4-thiazine-3-ones via reduction/annulation cascade

  摘要：

  An operationally simple and facile synthesis of alpha-hydroxyimino-beta-oxodithioesters has been achieved by nitrosation of alpha-enolicdithioesters. They were further treated with internal alkynes to afford diverse 1,4-thiazin-3-ones via domino reduction/annulation strategy under mild reaction conditions. Importantly, this is the first straightforward entry to highly functionalized 1,4-thiazin-3-one derivatives from simple starting materials. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.097
• 作为产物：
  描述：

  在 盐酸 、 sodium nitrite 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以68%的产率得到2-hydroxyimino-3-oxo-3-thiophen-2-yl-dithiopropionic acid benzyl ester
  参考文献：
  名称：

  Easy access to α-hydroxyimino-β-oxodithioesters and application towards the synthesis of diverse 1,4-thiazine-3-ones via reduction/annulation cascade

  摘要：

  An operationally simple and facile synthesis of alpha-hydroxyimino-beta-oxodithioesters has been achieved by nitrosation of alpha-enolicdithioesters. They were further treated with internal alkynes to afford diverse 1,4-thiazin-3-ones via domino reduction/annulation strategy under mild reaction conditions. Importantly, this is the first straightforward entry to highly functionalized 1,4-thiazin-3-one derivatives from simple starting materials. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.097