Methyl 11-oxapentacyclo[10.8.0.02,10.03,8.013,18]icosa-1(12),3,5,7,13,15,17-heptaene-10-carboxylate | 1246014-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: Methyl 11-oxapentacyclo[10.8.0.02,10.03,8.013,18]icosa-1(12),3,5,7,13,15,17-heptaene-10-carboxylate
• 英文别名: methyl 11-oxapentacyclo[10.8.0.02,10.03,8.013,18]icosa-1(12),3,5,7,13,15,17-heptaene-10-carboxylate
• CAS: 1246014-41-4
• 化学式: C₂₁H₁₈O₃
• 分子量: 318.372
• InChiKey: QVBSOPZEPKKIAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 2-[(2-bromophenyl)-(1-oxo-3,4-dihydro-2H-naphthalen-2-yl)methyl]prop-2-enoate 在 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以35%的产率得到Methyl 11-oxapentacyclo[10.8.0.02,10.03,8.013,18]icosa-1(12),3,5,7,13,15,17-heptaene-10-carboxylate
  参考文献：
  名称：

  Synthesis of dihydroindenofuran scaffold via a Pd-catalyzed 5-endo-trig cyclization/enolate O-alkylation cascade

  摘要：

  An efficient synthesis of dihydroindenofurans was carried out starting from the Baylis-Hillman adducts via a Pd-catalyzed 5-endo-trig-carbopalladation and enolate O-alkylation cascade as a key step. This is the first example of enolate O-alkylation with a C(sp(3))-bound palladium intermediate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.127

文献信息

• Synthesis of dihydroindenofuran scaffold via a Pd-catalyzed 5-endo-trig cyclization/enolate O-alkylation cascade
  作者：Eun Sun Kim、Ko Hoon Kim、Sunhong Park、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2010.06.127

  日期：2010.9

  An efficient synthesis of dihydroindenofurans was carried out starting from the Baylis-Hillman adducts via a Pd-catalyzed 5-endo-trig-carbopalladation and enolate O-alkylation cascade as a key step. This is the first example of enolate O-alkylation with a C(sp(3))-bound palladium intermediate. (C) 2010 Elsevier Ltd. All rights reserved.