2-hydroxyimino-3-naphthalen-2-yl-3-oxo-dithiopropionic acid benzyl ester | 1609182-84-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hydroxyimino-3-naphthalen-2-yl-3-oxo-dithiopropionic acid benzyl ester
• CAS: 1609182-84-4
• 化学式: C₂₀H₁₅NO₂S₂
• 分子量: 365.477
• InChiKey: VQJZJOLVKAASPA-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2-hydroxyimino-3-naphthalen-2-yl-3-oxo-dithiopropionic acid benzyl ester 、 丁炔二酸二甲酯 以52%的产率得到6-benzylsulfanyl-2-carbomethoxy methylene-5-(2-naphthoyl)-3-oxo-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 0.75h， 以91%的产率得到2-hydroxyimino-3-naphthalen-2-yl-3-oxo-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