1-(2-(3,3-diethyl-triaz-1-en-1-yl)phenyl)-1-oxo-5-heptyne | 1236190-94-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(3,3-diethyl-triaz-1-en-1-yl)phenyl)-1-oxo-5-heptyne
• 英文别名: 1-[2-(Diethylaminodiazenyl)phenyl]hept-5-yn-1-one
• CAS: 1236190-94-5
• 化学式: C₁₇H₂₃N₃O
• 分子量: 285.389
• InChiKey: OPRYVXFDTYPAKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  45
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-(3,3-diethyl-triaz-1-en-1-yl)phenyl)-1-oxo-5-heptyne 在 camphor-10-sulfonic acid 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 0.08h， 生成 1-(2-Iodophenyl)hept-5-yn-1-one
  参考文献：
  名称：

  An open-and-shut strategy: preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao–Yamamoto benzannulation

  摘要：

  A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylphenyl ketones. Reduction of this strategy to practice involves the use of aryltriazenes as masked aryl iodides; a synthetic equivalent of 2-iodophenyllithium is featured. Benzo-fused indanes are prepared efficiently and in high yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.014
• 作为产物：
  描述：

  2-methyl-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate 、 1-(2-iodophenyl)-3,3-diethyltriazene 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 以85%的产率得到1-(2-(3,3-diethyl-triaz-1-en-1-yl)phenyl)-1-oxo-5-heptyne
  参考文献：
  名称：

  An open-and-shut strategy: preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao–Yamamoto benzannulation

  摘要：

  A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylphenyl ketones. Reduction of this strategy to practice involves the use of aryltriazenes as masked aryl iodides; a synthetic equivalent of 2-iodophenyllithium is featured. Benzo-fused indanes are prepared efficiently and in high yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.014

文献信息

• An open-and-shut strategy: preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao–Yamamoto benzannulation
  作者：David M. Jones、Gregory B. Dudley

  DOI：10.1016/j.tet.2010.03.014

  日期：2010.6

  A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylphenyl ketones. Reduction of this strategy to practice involves the use of aryltriazenes as masked aryl iodides; a synthetic equivalent of 2-iodophenyllithium is featured. Benzo-fused indanes are prepared efficiently and in high yield. (C) 2010 Elsevier Ltd. All rights reserved.