diisopropyl (1Z,3Z)-5-oxohexa-1,3-dienylphosphonate | 1187977-19-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diisopropyl (1Z,3Z)-5-oxohexa-1,3-dienylphosphonate
• CAS: 1187977-19-0
• 化学式: C₁₂H₂₁O₄P
• 分子量: 260.27
• InChiKey: KZEZSRBKIQJTTI-VRHVFUOLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-甲基呋喃 、 diisopropyl diazomethylphosphonate 在 三氟甲烷磺酸亚铜(I)苯联合体 (2:1) 作用下， 反应 1.0h， 以25%的产率得到diisopropyl (1E,3Z)-5-oxohexa-1,3-dienylphosphonate
  参考文献：
  名称：

  Exploring the metal-catalyzed reaction of furans with alkyl α-diazomethanesulfonate and α-diazomethanephosphonate: synthesis of ω-acyl-substituted sulfono- and phosphonobutadienes

  摘要：

  The metal-catalyzed reactions of neopentyl or,-diazomethanesulfonate (DAMS) and diisopropyl alpha-diazomethanephosphonate (DIDAMP) with furan, 2-methylfuran and 2-methoxyfuran are reported. The products consist mostly of omega-acyl-substituted sulfono- or phosphonobutadienes and exo-cyclopropane derivatives. Treatment of the multicomponent reaction mixtures with iodine afforded exclusively the corresponding (E,E)-sulfono- and phosphono-omega-acylfunctionalized dienes, thus providing a short and efficient synthetic route to these hitherto unreported classes of compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.040

文献信息

• Exploring the metal-catalyzed reaction of furans with alkyl α-diazomethanesulfonate and α-diazomethanephosphonate: synthesis of ω-acyl-substituted sulfono- and phosphonobutadienes
  作者：Maura Marinozzi、Maria Carmela Fulco、Laura Amori、Massimiliana Fiumi、Roberto Pellicciari

  DOI：10.1016/j.tet.2009.06.040

  日期：2009.8

  The metal-catalyzed reactions of neopentyl or,-diazomethanesulfonate (DAMS) and diisopropyl alpha-diazomethanephosphonate (DIDAMP) with furan, 2-methylfuran and 2-methoxyfuran are reported. The products consist mostly of omega-acyl-substituted sulfono- or phosphonobutadienes and exo-cyclopropane derivatives. Treatment of the multicomponent reaction mixtures with iodine afforded exclusively the corresponding (E,E)-sulfono- and phosphono-omega-acylfunctionalized dienes, thus providing a short and efficient synthetic route to these hitherto unreported classes of compounds. (C) 2009 Elsevier Ltd. All rights reserved.