(E)-1,2-diphenyl-1-ethenyltriflate | 120537-56-6

• 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: (E)-1,2-diphenyl-1-ethenyltriflate
• 英文别名: [(E)-1,2-diphenylethenyl] trifluoromethanesulfonate
• CAS: 120537-56-6
• 化学式: C₁₅H₁₁F₃O₃S
• 分子量: 328.312
• InChiKey: ZVAAWOPCMQBQAK-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-1,2-diphenyl-1-ethenyltriflate 在 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 四丁基溴化铵 、 sodium nitrite 作用下， 以 乙二醇二甲醚 为溶剂， 反应 5.17h， 以149 mg的产率得到(E)-(1-nitroethene-1,2-diyl)dibenzene
  参考文献：
  名称：

  Palladium-catalyzed synthesis of substituted nitroolefins

  摘要：

  A one-pot protocol toward several substituted nitroolefins 4 and 6 starting with substituted acetones 2 and 5 was described. A facile process was carried out for the triflation of substituted acetones 2 and 5 with triflic anhydride (Tf2O) under the basic condition (Cs2CO3) and then palladium-catalyzed cross-coupling of enol triflates 3 with NaNO2 and BINAP in the presence of phase-transfer reagents (n-Bu4NBr) under the refluxing 1,2-dimethoxyethane (DME) in acceptable yields. (C) 2013 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetlet.2013.04.038
• 作为产物：
  描述：

  二苯基乙酮 、 三氟甲磺酸酐 在 caesium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 5.0h， 生成 (E)-1,2-diphenyl-1-ethenyltriflate
  参考文献：
  名称：

  Palladium-catalyzed synthesis of substituted nitroolefins

  摘要：

  A one-pot protocol toward several substituted nitroolefins 4 and 6 starting with substituted acetones 2 and 5 was described. A facile process was carried out for the triflation of substituted acetones 2 and 5 with triflic anhydride (Tf2O) under the basic condition (Cs2CO3) and then palladium-catalyzed cross-coupling of enol triflates 3 with NaNO2 and BINAP in the presence of phase-transfer reagents (n-Bu4NBr) under the refluxing 1,2-dimethoxyethane (DME) in acceptable yields. (C) 2013 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetlet.2013.04.038

文献信息

• MARTINEZ, A. GARCIA;HERRERA, A.;MARTINEZ, R.;TESO, E.;GARCIA, A.;OSIO, J.+, J. HETEROCYCL. CHEM., 25,(1988) N 4, C. 1237-1241
  作者：MARTINEZ, A. GARCIA、HERRERA, A.、MARTINEZ, R.、TESO, E.、GARCIA, A.、OSIO, J.+

  DOI：——

  日期：——
• Palladium-catalyzed synthesis of substituted nitroolefins
  作者：Meng-Yang Chang、Chung-Han Lin、Hang-Yi Tai

  DOI：10.1016/j.tetlet.2013.04.038

  日期：2013.6

  A one-pot protocol toward several substituted nitroolefins 4 and 6 starting with substituted acetones 2 and 5 was described. A facile process was carried out for the triflation of substituted acetones 2 and 5 with triflic anhydride (Tf2O) under the basic condition (Cs2CO3) and then palladium-catalyzed cross-coupling of enol triflates 3 with NaNO2 and BINAP in the presence of phase-transfer reagents (n-Bu4NBr) under the refluxing 1,2-dimethoxyethane (DME) in acceptable yields. (C) 2013 Elsevier Ltd. All rights reserved,