5-(cinnamylthio)-1-phenyl-1H-tetrazole | 122322-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(cinnamylthio)-1-phenyl-1H-tetrazole
• 英文别名: 1-Phenyl-5-(3-phenylprop-2-enylsulfanyl)tetrazole
• CAS: 122322-96-7
• 化学式: C₁₆H₁₄N₄S
• 分子量: 294.38
• InChiKey: ALBZUEQLIFNUBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  肉桂醇 、 1-苯基-5-巯基四氮唑 在 gallium(III) triflate 作用下， 以 1,2-二氯乙烷 为溶剂， 以58%的产率得到5-(cinnamylthio)-1-phenyl-1H-tetrazole
  参考文献：
  名称：

  Ga(OTf)₃-Catalyzed Direct Substitution of Alcohols with Sulfur Nucleophiles

  摘要：

  It is reported that Ga(OTf)(3) catalyzes the direct displacement of alcohols with sulfur nucleophiles. The products are versatile intermediates that can be utilized in carbon carbon, carbon sulfur bond formation or used in modified Julia olefination reactions. The only byproduct generated is water.

  DOI：

  10.1021/ol102565b

文献信息

• Direct Synthesis of Thioethers from Carboxylates and Thiols Catalyzed by FeCl₃
  作者：Kunuru Venkatesham、Chitturi Bhujanga Rao、Chanti Babu Dokuburra、Richard A. Bunce、Yenamandra Venkateswarlu

  DOI：10.1021/acs.joc.5b02143

  日期：2015.11.20

  A new and efficient method has been developed for the synthesis of thioethers from carboxylates and thiols. The reaction proceeds via a Fe(III)-catalyzed direct displacement of carboxylates from benzylic or allylic esters by heterocyclic thiols. Short reaction times, good to excellent yields of products, and few side reactions are the significant features of the new protocol.

  已经开发了一种新的有效方法，用于从羧酸盐和硫醇合成硫醚。该反应通过杂环硫醇通过Fe（III）催化的羧酸酯从苄基或烯丙基酯直接置换而进行。新协议的显着特点是反应时间短，产品收率好至极好，副反应少。
• Ga(OTf)₃-Catalyzed Direct Substitution of Alcohols with Sulfur Nucleophiles
  作者：Xinping Han、Jimmy Wu

  DOI：10.1021/ol102565b

  日期：2010.12.17

  It is reported that Ga(OTf)(3) catalyzes the direct displacement of alcohols with sulfur nucleophiles. The products are versatile intermediates that can be utilized in carbon carbon, carbon sulfur bond formation or used in modified Julia olefination reactions. The only byproduct generated is water.