methyl 4,5,7,7-tetraphenyl-7λ⁵-phosphinino[2,3-b]furan-6-carboxylate | 1448326-05-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methyl 4,5,7,7-tetraphenyl-7λ⁵-phosphinino[2,3-b]furan-6-carboxylate
• 英文别名: Methyl 2,2,4,5-tetraphenyl-9-oxa-2lambda5-phosphabicyclo[4.3.0]nona-1,3,5,7-tetraene-3-carboxylate；methyl 2,2,4,5-tetraphenyl-9-oxa-2λ5-phosphabicyclo[4.3.0]nona-1,3,5,7-tetraene-3-carboxylate
• CAS: 1448326-05-3
• 化学式: C₃₃H₂₅O₃P
• 分子量: 500.533
• InChiKey: ZPQRSRSNNGMGSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2-furyl)diphenylphosphine 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 methyl 4,5,7,7-tetraphenyl-7λ⁵-phosphinino[2,3-b]furan-6-carboxylate
  参考文献：
  名称：

  Annelated P-containing heterocycles from aryl- and hetaryl-substituted phosphonium iodonium ylides with a methoxycarbonyl-group

  摘要：

  Hetaryl-substituted phosphonium iodonium ylides with a methoxycarbonyl group as acceptor proved to be highly reactive toward various alkynes in comparison with triphenyl-substituted analogue. We were able to isolate annelated P-containing heterocycles-lambda(5)-phosphininothiophenes, lambda(5)-phosphininofurans, lambda(5)-phosphinolines, and rare polyaryl-substituted phosphonium salts, which can be traced back to three different rotamers of an intermediate adduct of the alkyne with the cation generated from the mixed ylide by removal of iodobenzene. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.066

文献信息

• Annelated P-containing heterocycles from aryl- and hetaryl-substituted phosphonium iodonium ylides with a methoxycarbonyl-group
  作者：Elena D. Matveeva、Tatyana A. Podrugina、Marina A. Taranova、Ekaterina Yu. Melikhova、Rolf Gleiter、Nikolay S. Zefirov

  DOI：10.1016/j.tet.2013.06.066

  日期：2013.9

  Hetaryl-substituted phosphonium iodonium ylides with a methoxycarbonyl group as acceptor proved to be highly reactive toward various alkynes in comparison with triphenyl-substituted analogue. We were able to isolate annelated P-containing heterocycles-lambda(5)-phosphininothiophenes, lambda(5)-phosphininofurans, lambda(5)-phosphinolines, and rare polyaryl-substituted phosphonium salts, which can be traced back to three different rotamers of an intermediate adduct of the alkyne with the cation generated from the mixed ylide by removal of iodobenzene. (C) 2013 Elsevier Ltd. All rights reserved.