(2E)-2-benzylidene-1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-ium-2-yl)-4-phenylbut-3-yn-1-ol | 1384638-15-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (2E)-2-benzylidene-1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-ium-2-yl)-4-phenylbut-3-yn-1-ol
• CAS: 1384638-15-6
• 化学式: C₂₂H₂₃O₄P
• 分子量: 382.396
• InChiKey: JPAJHYWCPXLNHF-HMMYKYKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  61.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E)-2-benzylidene-1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-ium-2-yl)-4-phenylbut-3-yn-1-ol 在 silver hexafluoroantimonate 、 三苯基膦氯金 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以90%的产率得到2-(3-Benzyl-5-phenylfuran-2-yl)-5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-ium
  参考文献：
  名称：

  Efficient AgOTf or Ph3PAuCl–AgSbF6 catalyzed cyclization of 1-hydroxy-2-alkynylallylphosphonates/2-alkynylallyl alcohols to 2-furylphosphonates/2,3,5-trisubstituted furans

  摘要：

  The reaction of 1-hydroxy-2-alkynylallylphosphonates, synthesized by the addition of the corresponding phosphites to 2-alkynylcinnamaldehydes, under AgOTf or Ph3PAuCl-AgSbF6 catalyzed cycloisomerization afforded 2-furylphosphonates in good to excellent yields. These cyclization reactions were compared with those of 2-alkynylallyl alcohols that led to multisubstituted furans. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.04.060
• 作为产物：
  描述：

  (Z)-2-iodo-3-phenylacrylaldehyde 在 copper(l) iodide 、 三乙胺 、 二异丙胺 、 三苯基膦 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (2E)-2-benzylidene-1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-ium-2-yl)-4-phenylbut-3-yn-1-ol
  参考文献：
  名称：

  Efficient AgOTf or Ph3PAuCl–AgSbF6 catalyzed cyclization of 1-hydroxy-2-alkynylallylphosphonates/2-alkynylallyl alcohols to 2-furylphosphonates/2,3,5-trisubstituted furans

  摘要：

  The reaction of 1-hydroxy-2-alkynylallylphosphonates, synthesized by the addition of the corresponding phosphites to 2-alkynylcinnamaldehydes, under AgOTf or Ph3PAuCl-AgSbF6 catalyzed cycloisomerization afforded 2-furylphosphonates in good to excellent yields. These cyclization reactions were compared with those of 2-alkynylallyl alcohols that led to multisubstituted furans. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.04.060

文献信息

• Efficient AgOTf or Ph3PAuCl–AgSbF6 catalyzed cyclization of 1-hydroxy-2-alkynylallylphosphonates/2-alkynylallyl alcohols to 2-furylphosphonates/2,3,5-trisubstituted furans
  作者：Ramesh Kotikalapudi、K.C. Kumara Swamy

  DOI：10.1016/j.tetlet.2012.04.060

  日期：2012.7

  The reaction of 1-hydroxy-2-alkynylallylphosphonates, synthesized by the addition of the corresponding phosphites to 2-alkynylcinnamaldehydes, under AgOTf or Ph3PAuCl-AgSbF6 catalyzed cycloisomerization afforded 2-furylphosphonates in good to excellent yields. These cyclization reactions were compared with those of 2-alkynylallyl alcohols that led to multisubstituted furans. (C) 2012 Published by Elsevier Ltd.