(E)-4-[1-(2-Trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-but-3-en-2-one | 246161-96-6

• 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: (E)-4-[1-(2-Trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-but-3-en-2-one
• 英文别名: (E)-4-[1-(2-trimethylsilylethoxymethyl)indol-2-yl]but-3-en-2-one
• CAS: 246161-96-6
• 化学式: C₁₈H₂₅NO₂Si
• 分子量: 315.488
• InChiKey: IAKCHYLMMCNWDW-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-4-[1-(2-Trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-but-3-en-2-one 在 sodium methylate 、 间氯过氧苯甲酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 144.0h， 生成 4-Hydroxy-2-methyl-6-(2-trimethylsilanyl-ethoxymethyl)-6H-pyrrolo[3,4-c]carbazole-1,3-dione
  参考文献：
  名称：

  A versatile new synthesis of 4-aryl- and heteroaryl-[3,4-c]pyrrolocarbazoles by [4+2] cycloaddition followed by palladium catalysed cross coupling

  摘要：

  4-Bromo- and 4-trifluorosulfonyloxypyrrolo[3,4-c]carbazoles were prepared in five steps via a [4+2] cycloaddition and were used as key intermediates in palladium-catalysed cross coupling reactions allowing the rapid generation of structurally diverse protein kinase C inhibitors. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01142-9
• 作为产物：
  描述：

  1-三苯基膦-2-丙酮 、 N-(2-(trimethylsilyl)ethoxymethyl)indole-2-carboxaldehyde 以 甲苯 为溶剂， 生成 (E)-4-[1-(2-Trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-but-3-en-2-one
  参考文献：
  名称：

  A versatile new synthesis of 4-aryl- and heteroaryl-[3,4-c]pyrrolocarbazoles by [4+2] cycloaddition followed by palladium catalysed cross coupling

  摘要：

  4-Bromo- and 4-trifluorosulfonyloxypyrrolo[3,4-c]carbazoles were prepared in five steps via a [4+2] cycloaddition and were used as key intermediates in palladium-catalysed cross coupling reactions allowing the rapid generation of structurally diverse protein kinase C inhibitors. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01142-9

文献信息

• A versatile new synthesis of 4-aryl- and heteroaryl-[3,4-c]pyrrolocarbazoles by [4+2] cycloaddition followed by palladium catalysed cross coupling
  作者：Gary McCort、Olivier Duclos、Caroline Cadilhac、Eric Guilpain

  DOI：10.1016/s0040-4039(99)01142-9

  日期：1999.8

  4-Bromo- and 4-trifluorosulfonyloxypyrrolo[3,4-c]carbazoles were prepared in five steps via a [4+2] cycloaddition and were used as key intermediates in palladium-catalysed cross coupling reactions allowing the rapid generation of structurally diverse protein kinase C inhibitors. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.