diethyl 2-(phenylethynyl)-2-propylcyclopropane-1,1-dicarboxylate | 1431559-98-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 2-(phenylethynyl)-2-propylcyclopropane-1,1-dicarboxylate
• 英文别名: Diethyl 2-(2-phenylethynyl)-2-propylcyclopropane-1,1-dicarboxylate；diethyl 2-(2-phenylethynyl)-2-propylcyclopropane-1,1-dicarboxylate
• CAS: 1431559-98-6
• 化学式: C₂₀H₂₄O₄
• 分子量: 328.408
• InChiKey: CFVJSVIHKMNHCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 2-(phenylethynyl)-2-propylcyclopropane-1,1-dicarboxylate 、 4-氯苯甲醛 在 Ca(bis(triflimide))2 、 tert-butylammonium hexafluorophosphate(V) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.08h， 以87%的产率得到diethyl 2-(4-chlorophenyl)-5-(phenylethynyl)-5-propyloxolane-3,3-dicarboxylate
  参考文献：
  名称：

  The Alkynyl Moiety as a Donor for Donor–Acceptor Cyclopropanes

  摘要：

  The first trans-selective [3 + 2]-cycloaddition of a new type of donor acceptor cyclopropane with aldehydes is presented. 2,2-Disubstituted cyclopropanes, bearing an allryne moiety as the sole donor entity, were transformed to highly substituted tetrahydrofurans in the presence of a catalytic amount of Ca(NTf2)(2)/Bu4NPF6. The protocol allows for an easy access to tetrahydrofurans bearing a versatile alkyne substituent at the quarternary 2-position under very mild reaction conditions.

  DOI：

  10.1021/ol400809n
• 作为产物：
  描述：

  1-苯基己-1-炔-3-酮 在 正丁基锂 、 bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} 作用下， 以 二氯甲烷 为溶剂， 生成 diethyl 2-(phenylethynyl)-2-propylcyclopropane-1,1-dicarboxylate
  参考文献：
  名称：

  The Alkynyl Moiety as a Donor for Donor–Acceptor Cyclopropanes

  摘要：

  The first trans-selective [3 + 2]-cycloaddition of a new type of donor acceptor cyclopropane with aldehydes is presented. 2,2-Disubstituted cyclopropanes, bearing an allryne moiety as the sole donor entity, were transformed to highly substituted tetrahydrofurans in the presence of a catalytic amount of Ca(NTf2)(2)/Bu4NPF6. The protocol allows for an easy access to tetrahydrofurans bearing a versatile alkyne substituent at the quarternary 2-position under very mild reaction conditions.

  DOI：

  10.1021/ol400809n