[2-(2-Methylbenzoyl)-3-phenylindolizin-1-yl] 2,2-dimethylpropanoate | 1415415-91-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-(2-Methylbenzoyl)-3-phenylindolizin-1-yl] 2,2-dimethylpropanoate
• 英文别名: [2-(2-methylbenzoyl)-3-phenylindolizin-1-yl] 2,2-dimethylpropanoate
• CAS: 1415415-91-6
• 化学式: C₂₇H₂₅NO₃
• 分子量: 411.5
• InChiKey: OMXQLZKUTXRXMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-phenyl-1-pyridin-2-ylprop-2-yn-1-ol 在 4-二甲氨基吡啶 、 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 70.0 ℃ 、137.9 kPa 条件下， 反应 12.75h， 生成 [2-(2-Methylbenzoyl)-3-phenylindolizin-1-yl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Palladium-Catalyzed Carbonylative Cyclization/Arylation Cascade for 2-Aroylindolizine Synthesis

  摘要：

  An efficient synthesis of densely substituted 2-aroylindolizines via the palladium-catalyzed carbonylative cyclization/arylation is reported. This transformation proceeds via the 5-endo-dig cyclization of 2-propargylpyridine triggered by an aroyl Pd complex. It produced diversely substituted 2-aroylindolizines in good to excellent yields.

  DOI：

  10.1021/ol302947r

文献信息

• Synthesis of Indolizine Derivatives Triggered by the Oxidative Addition of Aroyl Chloride to Pd(0) Complex
  作者：Yahui Li、Wei Xiong、Zhifeng Zhang、Tongyu Xu

  DOI：10.1021/acs.joc.0c00161

  日期：2020.5.15

  An efficient synthesis of indolizine derivatives from propargylic pyridines and aroyl chlorides was developed. The 5-endo-dig cyclization was initiated by the in situ formed acylpalladium species from the facile oxidative addition of aroyl chloride to Pd(0) complex. This transformation successfully occurred in the presence of an N-nucleophilic moiety and acid chlorides, a good electrophilic partner

  从炔丙基吡啶和芳酰氯有效地合成了吲哚嗪衍生物。5-endo-dig环化反应是由就地形成的酰基铝化合物从芳酰氯向Pd（0）络合物的容易氧化加成开始的。在N-亲核基团和酰基氯（一种良好的亲电伙伴）的存在下成功进行了该转化，从而以良好至优异的产率提供了高度官能化的吲哚嗪。
• Palladium-Catalyzed Carbonylative Cyclization/Arylation Cascade for 2-Aroylindolizine Synthesis
  作者：Zhou Li、Dmitri Chernyak、Vladimir Gevorgyan

  DOI：10.1021/ol302947r

  日期：2012.12.7

  An efficient synthesis of densely substituted 2-aroylindolizines via the palladium-catalyzed carbonylative cyclization/arylation is reported. This transformation proceeds via the 5-endo-dig cyclization of 2-propargylpyridine triggered by an aroyl Pd complex. It produced diversely substituted 2-aroylindolizines in good to excellent yields.