3-Methyl-3-phenylthio-oxindol | 2406-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-Methyl-3-phenylthio-oxindol
• 英文别名: 3-Phenylmercapto-3-methyl-oxindol；3-methyl-3-(phenylthio)indolin-2-one；3-methyl-3-phenylsulfanyl-1,3-dihydro-indol-2-one；3-methyl-3-phenylsulfanyl-1H-indol-2-one
• CAS: 2406-09-9
• 化学式: C₁₅H₁₃NOS
• 分子量: 255.34
• InChiKey: DJNBOZYFSCXCNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  2

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3-甲基羟基吲哚	3-methylindolin-2-one	1504-06-9	C9H9NO	147.177

反应信息

• 作为产物：
  描述：

  3-甲基羟基吲哚 、 N-(苯硫基)邻苯二甲酰亚胺 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 3-Methyl-3-phenylthio-oxindol
  参考文献：
  名称：

  Catalytic Asymmetric Sulfenylation of Unprotected 3-Substituted Oxindoles

  摘要：

  Catalytic asymmetric sulfenylation of unprotected 3-substituted oxindoles has been developed via cooperative catalysis of a chiral N,N-dioxide-Sc(OTf)(3) complex and a Bronsted base. Utilizing readily available N-(phenylthio)phthalimide as the sulfur source, a wide range of optically active 3-phenylthiooxindoles were obtained in excellent yields with excellent enantioselectivities under mild reaction conditions.

  DOI：

  10.1021/ol3009446

文献信息

• Catalytic Asymmetric Sulfenylation of Unprotected 3-Substituted Oxindoles
  作者：Yunfei Cai、Jun Li、Weiliang Chen、Mingsheng Xie、Xiaohua Liu、Lili Lin、Xiaoming Feng

  DOI：10.1021/ol3009446

  日期：2012.6.1

  Catalytic asymmetric sulfenylation of unprotected 3-substituted oxindoles has been developed via cooperative catalysis of a chiral N,N-dioxide-Sc(OTf)(3) complex and a Bronsted base. Utilizing readily available N-(phenylthio)phthalimide as the sulfur source, a wide range of optically active 3-phenylthiooxindoles were obtained in excellent yields with excellent enantioselectivities under mild reaction conditions.