2-benzyl-4-bromo-6-(4-nitrophenyl)-tetrahydropyran

• 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: 2-benzyl-4-bromo-6-(4-nitrophenyl)-tetrahydropyran
• 英文别名: (2S,4R,6S)-2-benzyl-4-bromo-6-(4-nitrophenyl)oxane
• 化学式: C₁₈H₁₈BrNO₃
• 分子量: 376.25
• InChiKey: PORPHYZZIFPGJU-NJAFHUGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氧化苯乙烯 、 对硝基苯甲醛 、 3-溴丙烯 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 4 A molecular sieve 、 tin(II) bromide 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 以63%的产率得到2-benzyl-4-bromo-6-(4-nitrophenyl)-tetrahydropyran
  参考文献：
  名称：

  Pd0/SnII mediated three-component cascade coupling (3-C3) approaches

  摘要：

  The 3-C(3)strategy involves (i) Pd(0)/SnX2 (X = Cl, Br) mediated generation of allyltin(IV) from allyl bromide in anhydrous DCM, (ii) formation of homoallyloxytin(IV) intermediate I from allyltin(IV) and an aldehyde, and (iii) coupling of I with an aldehyde, an aryl epoxide or an arene as the third partner to afford tetrahydropyrans, benzyl tetrahydropyrans or 4,4-diaryl-but-1-enes, respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.080

文献信息

• Pd0/SnII mediated three-component cascade coupling (3-C3) approaches
  作者：Ujjal Kanti Roy、Prithwish Kumar Jana、Sujit Roy

  DOI：10.1016/j.tetlet.2006.12.080

  日期：2007.2

  The 3-C(3)strategy involves (i) Pd(0)/SnX2 (X = Cl, Br) mediated generation of allyltin(IV) from allyl bromide in anhydrous DCM, (ii) formation of homoallyloxytin(IV) intermediate I from allyltin(IV) and an aldehyde, and (iii) coupling of I with an aldehyde, an aryl epoxide or an arene as the third partner to afford tetrahydropyrans, benzyl tetrahydropyrans or 4,4-diaryl-but-1-enes, respectively. (c) 2006 Elsevier Ltd. All rights reserved.