(S)-3-isopropyl-1,3-dimethylindolin-2-one | 1174749-58-6

• 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: (S)-3-isopropyl-1,3-dimethylindolin-2-one
• 英文别名: 3-isopropyl-1,3-dimethylindolin-2-one；(3S)-1,3-dimethyl-3-propan-2-ylindol-2-one
• CAS: 1174749-58-6
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: LWDNFGNSQYQSAP-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,3-dimethyl-3-(prop-1-en-2-yl)indolin-2-one 在 palladium-on-charcoal 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 2.0h， 以89%的产率得到(S)-3-isopropyl-1,3-dimethylindolin-2-one
  参考文献：
  名称：

  Palladium-Catalyzed Enantioselective α-Arylation and α-Vinylation of Oxindoles Facilitated by an Axially Chiral P-Stereogenic Ligand

  摘要：

  The enantioselective alpha-arylation and alpha-vinylation of oxindoles catalyzed by Pd and a biarylmonophosphine ligand with both axial and phosphorus-based chirogenicity is reported. The resultant quaternary carbon stereocenters are formed in high enantiomeric excess and the conditions tolerate a range of substitution on both the oxindole and the aryl/vinyl coupling partners.

  DOI：

  10.1021/ja903880q

文献信息

• Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes
  作者：Pei Fan、Yun Lan、Chang Zhang、Chuan Wang

  DOI：10.1021/jacs.9b12554

  日期：2020.2.5

  of pendant alkenes tethered on aryl carbamic chlorides with both aliphatic and aromatic aldehydes has been developed via the cooperative catalysis of a chiral nickel-PHOX complex and tetrabutylammonium deca-tungstate. This reaction represents the first example of merging hydrogen-atom-transfer photochemistry and asymmetric transition metal catalysis in difunctionalization of alkenes. Using this protocol

  通过手性镍-PHOX 配合物和四丁基十钨酸铵的协同催化，开发了一种前所未有的不对称酰基氨基甲酰化，该方法连接在芳基氨基甲酰氯上的侧链烯烃与脂肪族和芳香族醛。该反应代表了氢原子转移光化学和不对称过渡金属催化在烯烃双官能化中的第一个例子。使用该协议，在温和的条件下以高度对映选择性的方式提供了具有挑战性的四元立体中心的各种 oxindoles。
• Palladium-Catalyzed Enantioselective α-Arylation and α-Vinylation of Oxindoles Facilitated by an Axially Chiral P-Stereogenic Ligand
  作者：Alexander M. Taylor、Ryan A. Altman、Stephen L. Buchwald

  DOI：10.1021/ja903880q

  日期：2009.7.29

  The enantioselective alpha-arylation and alpha-vinylation of oxindoles catalyzed by Pd and a biarylmonophosphine ligand with both axial and phosphorus-based chirogenicity is reported. The resultant quaternary carbon stereocenters are formed in high enantiomeric excess and the conditions tolerate a range of substitution on both the oxindole and the aryl/vinyl coupling partners.