S-(tert-butyl) naphthalene-2-carbothioate | 1264748-26-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: S-(tert-butyl) naphthalene-2-carbothioate
• 英文别名: S-tert-butyl naphthalene-2-carbothioate
• CAS: 1264748-26-6
• 化学式: C₁₅H₁₆OS
• 分子量: 244.357
• InChiKey: WBCNTGABHOVRHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  morpholino(naphthalen-2-yl)methanethione 、 叔丁醇 在 sulfonated porous carbon 作用下， 反应 0.75h， 以67%的产率得到S-(tert-butyl) naphthalene-2-carbothioate
  参考文献：
  名称：

  Sulfonated porous carbon catalyzed direct and efficient conversion of tertiary, allylic, and benzylic alcohols to thioesters

  摘要：

  A one-pot conversion of alcohols to thioesters using a sulfonated porous carbon (SPC) as a solid acid catalyst is reported. It was found that, when a tertiary, benzylic, or allylic alcohol was reacted with thioamides in the presence of SPC, the corresponding thioesters were produced in good to excellent yields in a short time.

  DOI：

  10.1080/17415993.2012.684204

文献信息

• One-Step Conversion of Alcohols into Thioesters
  作者：Hassan Boeini、Mehdi Mobin

  DOI：10.1055/s-0030-1259028

  日期：2010.12

  A one-step conversion of alcohols into thioesters under solvent-free conditions is reported. The alcohols were reacted with primary thioamides in the presence of p-toluenesulfonic acid under solvent-free conditions to produce the corresponding thioesters in good to excellent yields.

  报道了在无溶剂条件下将醇一步转化为硫酯。醇与伯硫代酰胺在对甲苯磺酸存在下在无溶剂条件下反应，以良好至极好的产率制备相应的硫酯。
• Nickel-catalyzed Thioester Transfer Reaction with sp²-Hybridized Electrophiles
  作者：Xiaopeng Wu、Jinhang Li、Siyu Xia、Chengjian Zhu、Jin Xie

  DOI：10.1021/acs.joc.2c00979

  日期：2022.8.5

  nickel-catalyzed C–C bond cleavage of thioesters with sp2-hybridized electrophiles. Aryl bromides, iodides, and alkenyl triflates can participate in thioester transfer reaction of aryl thioesters, affording a wide range of structurally diverse new thioesters in yields of up to 98% under mild reaction conditions. With this protocol, it is possible to construct alkenyl thioesters from the corresponding ketones

  我们报道了一种硫代酰化转移反应，该反应基于镍催化的硫酯与 sp 2杂化亲电试剂的 C-C 键断裂。芳基溴化物、碘化物和烯基三氟甲磺酸酯可参与芳基硫酯的硫酯转移反应，在温和的反应条件下以高达 98% 的产率提供结构多样的新型硫酯。使用该协议，可以通过生成烯基三氟甲磺酸酯从相应的酮中构建烯基硫酯。