1,2,3-tribenzoylindolizine | 17281-90-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2,3-tribenzoylindolizine
• 英文别名: indolizine-1,2,3-triyltris(phenylmethanone)；1,2,3-Tribenzoyl-indolizin；(2,3-Dibenzoylindolizin-1-yl)-phenylmethanone
• CAS: 17281-90-2
• 化学式: C₂₉H₁₉NO₃
• 分子量: 429.475
• InChiKey: CVXYZTKKTJQWQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-苯甲酰甲基溴吡啶 在 tetrakis(pyridine)cobalt(II) dichromate 、 Py₄Co(HCrO₄)2 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以32%的产率得到1,2,3-tribenzoylindolizine
  参考文献：
  名称：

  A Facile Preparation of 1,2,3-Triaroylindolizines

  摘要：

  Fourteen 1,2,3-triaroylindolizines were prepared conveniently by oxidation of corresponding N-aracyl pyridinium or substituted pyridinium bromides with a versatile oxidant TPCD [(Py4Co(HCrO4)2, tetrakis-pyridino-cobalt (II) dichromate] in 12-42 % yields.

  DOI：

  10.1080/00397919208021344

文献信息

• CuBr ₂ ‐Promoted Multicomponent Aerobic Reaction for the Synthesis of 1,2,3‐Triaroylindolizines
  作者：Jinwei Sun、Junwen Han、Yuxuan Zhang、Yun Liu

  DOI：10.1002/jhet.3618

  日期：2019.8

  An efficient synthesis of 1,2,3‐triaroylindolizines has been developed via CuBr2‐promoted reaction of three molecules of aromatic methyl ketones and one molecule of pyridine derivative. A wide range of methyl aryl ketones and methyl heteroaryl ketones took part in the reaction and generate 1,2,3‐triaroylindolizines in good yields. This protocol also features such advantages as mild reaction conditions

  通过三分子芳族甲基酮和一分子吡啶衍生物的CuBr 2促进反应，已开发出有效合成1,2,3-三芳酰基吲哚嗪的方法。各种各样的甲基​​芳基酮和甲基杂芳基酮参与了反应，并以高收率生成了1,2,3-三芳酰基吲哚并酮。该协议还具有诸如温和的反应条件以及高原子经济性和阶梯经济性等优点。
• Convergent domino synthesis of 1,2,3-triaroylindolizines from methyl ketones and pyridines via self-division of labor strategy
  作者：Yan Yang、Meng Gao、Dong-Xue Zhang、Liu-Ming Wu、Wen-Ming Shu、An-Xin Wu

  DOI：10.1016/j.tet.2012.06.091

  日期：2012.9

  A highly efficient method for the synthesis of 1,2,3-triaroylindolizines has been established from readily available methyl ketones and pyridines in the presence of iodine. This reaction also examplified the self-division of labor strategy in convergent domino synthesis. (C) 2012 Elsevier Ltd. All rights reserved.
• One-pot multicomponent synthesis of polysubstituted indolizines
  作者：Zhenjun Mao、Xuejian Li、Xufeng Lin、Ping Lu、Yanguang Wang

  DOI：10.1016/j.tet.2011.10.083

  日期：2012.1

  Concise and efficient four-component tandem approaches to polysubstituted indolizines have been developed under metal-free and mild aerobic conditions in refluxing acetonitrile. The mechanism of the novel reactions was proposed involving the formation of pyridinium ylides and alpha,beta-unsaturated ketones with subsequent 1,3-dipolar cycloaddition and aromatization reaction. (C) 2011 Elsevier Ltd. All rights reserved.