tert-butyl-(2,2,4-trimethyl-2,3-dihydro-1H-cyclo-penta[a]naphthalen-5-yl)-methanone | 1236191-17-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl-(2,2,4-trimethyl-2,3-dihydro-1H-cyclo-penta[a]naphthalen-5-yl)-methanone
• 英文别名: 2,2-Dimethyl-1-(2,2,4-trimethyl-1,3-dihydrocyclopenta[a]naphthalen-5-yl)propan-1-one；2,2-dimethyl-1-(2,2,4-trimethyl-1,3-dihydrocyclopenta[a]naphthalen-5-yl)propan-1-one
• CAS: 1236191-17-5
• 化学式: C₂₁H₂₆O
• 分子量: 294.437
• InChiKey: FSSQZILHELYJSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(2-(2-tert-butylethynyl)phenyl)-3,3-dimethyl-5-heptyn-1-one 在 gold(III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.5h， 以75%的产率得到tert-butyl-(2,2,4-trimethyl-2,3-dihydro-1H-cyclo-penta[a]naphthalen-5-yl)-methanone
  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.