Methyl 6-(4-acetylanilino)hex-2-ynoate | 1432476-91-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 6-(4-acetylanilino)hex-2-ynoate
• 英文别名: methyl 6-(4-acetylanilino)hex-2-ynoate
• CAS: 1432476-91-9
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: AWMLGPWHKHFFTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 6-(4-acetylanilino)hex-2-ynoate 在 氧气 、 lithium benzoate 、 palladium diacetate 、 苯甲酸 作用下， 以 乙腈 为溶剂， 90.0 ℃ 、101.33 kPa 条件下， 反应 36.0h， 以50%的产率得到methyl 7-acetyl-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylate
  参考文献：
  名称：

  Pd(II)-catalyzed aerobic oxidative intramolecular hydroamination and C–H functionalization of N-alkynyl anilines for the synthesis of indole derivatives

  摘要：

  A Pd(II)-catalyzed aerobic oxidative approach to 2,3-dihydro-1H-pyrrolo[1,2-a]indoles from simple N-alkynyl anilines through tandem intramolecular hydroamination and aryl C-H activation process has been developed. Molecular oxygen was used as the sole oxidant to recycle the Pd-catalysis. This protocol is attractive due to the available starting materials and the valuable products. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.031
• 作为产物：
  描述：

  5-氯戊炔 在 正丁基锂 、 三乙胺 、 potassium iodide 作用下， 以 乙醚 、 正己烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 14.5h， 生成 Methyl 6-(4-acetylanilino)hex-2-ynoate
  参考文献：
  名称：

  Pd(II)-catalyzed aerobic oxidative intramolecular hydroamination and C–H functionalization of N-alkynyl anilines for the synthesis of indole derivatives

  摘要：

  A Pd(II)-catalyzed aerobic oxidative approach to 2,3-dihydro-1H-pyrrolo[1,2-a]indoles from simple N-alkynyl anilines through tandem intramolecular hydroamination and aryl C-H activation process has been developed. Molecular oxygen was used as the sole oxidant to recycle the Pd-catalysis. This protocol is attractive due to the available starting materials and the valuable products. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.031

文献信息

• Pd(II)-catalyzed aerobic oxidative intramolecular hydroamination and C–H functionalization of N-alkynyl anilines for the synthesis of indole derivatives
  作者：Long Ren、Zhuangzhi Shi、Ning Jiao

  DOI：10.1016/j.tet.2013.01.031

  日期：2013.6

  A Pd(II)-catalyzed aerobic oxidative approach to 2,3-dihydro-1H-pyrrolo[1,2-a]indoles from simple N-alkynyl anilines through tandem intramolecular hydroamination and aryl C-H activation process has been developed. Molecular oxygen was used as the sole oxidant to recycle the Pd-catalysis. This protocol is attractive due to the available starting materials and the valuable products. (C) 2013 Elsevier Ltd. All rights reserved.