methyl 9-acetyl-1,2,3,4-tetrahydrocarbazole-2-carboxylate | 127827-11-6

• 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: methyl 9-acetyl-1,2,3,4-tetrahydrocarbazole-2-carboxylate
• CAS: 127827-11-6
• 化学式: C₁₆H₁₇NO₃
• 分子量: 271.316
• InChiKey: IHZYNAFMZARPGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  48.3
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  Ethyl 2-[1-acetyl-2-(hydroxymethyl)indol-3-yl]acetate 以 四氢呋喃 、 氯苯 为溶剂， 生成 methyl 9-acetyl-1,2,3,4-tetrahydrocarbazole-2-carboxylate
  参考文献：
  名称：

  A simple synthesis of N-acetyl-1,4-dihydropyrano[3,4-b]indol-3-one: Evidence for a stepwise ionic pathway in the generation of indole-2,3-quinodimethanes

  摘要：

  The fact that N-acetyl-1,4-dihydropyrano[3,4-b]indol-3-one, prepared from ethyl 2-methylindole-3-acetate in four steps, is inert towards thermal decarboxylation and that decarboxylation of other 1,4-dihydropyrano[3,4-b]indol-3-ones is accelerated by polar solvent and by electron-donating groups suggests that the decarboxylation is an ionic process. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01530-x

文献信息

• Indole-2,3-quinodimethanes: Generation, reactivity and regioselective control of intermolecular Diels-Alder reactions
  作者：Susan F. Vice、Helena Nandin de Carvalho、Nicholas G. Taylor、Gary I. Dmitrienko

  DOI：10.1016/s0040-4039(00)70679-4

  日期：1989.1

  N-acylindole-2,3-quinodimethanes generated at low temperature from the N-acyl-2,3-bis (bromomethyl)indoles undergo a variety of cycloadditions including the reversible chelotropic reaction with sulphur dioxide to yield the unreported 1,3-dihydrothieno[3,4-b]indole-2,2-dioxide 9. Successful attempts to control the regioselectivity of reactions with unsymmetrical dienophiles are described.

  N-酰基-2,3-双（溴甲基）吲哚在低温下生成的N-酰基吲哚-2,3-喹二甲烷经过多种环加成反应，包括与二氧化硫的可逆性变向反应，生成未报告的1,3-二氢噻吩并[3,4-b]吲哚-2,2-二氧化物9.描述了控制不对称亲二烯体反应的区域选择性的成功尝试。
• VICE, SUSAN F.;CARVALHO, HELENA NANDIN DE TAYLOR NICHOLAS G.;DMITRIENKO, +, TETRAHEDRON LETT., 30,(1989) N2, C. 7289-7292
  作者：VICE, SUSAN F.、CARVALHO, HELENA NANDIN DE TAYLOR NICHOLAS G.、DMITRIENKO, +

  DOI：——

  日期：——