(E)-3-(4-chlorostyryl)naphthalen-2-yl dimethylcarbamate | 1309752-26-8

• 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)-3-(4-chlorostyryl)naphthalen-2-yl dimethylcarbamate
• 英文别名: [3-[(E)-2-(4-chlorophenyl)ethenyl]naphthalen-2-yl] N,N-dimethylcarbamate
• CAS: 1309752-26-8
• 化学式: C₂₁H₁₈ClNO₂
• 分子量: 351.832
• InChiKey: USMYCEIEFDGMBM-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-萘酚 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 三乙胺 作用下， 以 四氢吡喃 、 氯仿 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成 (E)-3-(4-chlorostyryl)naphthalen-2-yl dimethylcarbamate
  参考文献：
  名称：

  Rhodium-Catalyzed Selective C–H Activation/Olefination of Phenol Carbamates

  摘要：

  Rh(III)-catalyzed ortho C-H activation/olefination of phenol carbamates has been developed. High regioselectivity is observed with a range of phenol carbamates enabling efficient coupling with acrylates and styrenes. This reaction exhibits different reactivity as compared to the Pd-catalyzed ortho-arylation reaction of phenol esters and provides a new approach for the synthesis of ortho-substituted phenols.

  DOI：

  10.1021/ol201140q

文献信息

• Rhodium-Catalyzed Selective C–H Activation/Olefination of Phenol Carbamates
  作者：Tian-Jun Gong、Bin Xiao、Zhao-Jing Liu、Jian Wan、Jun Xu、Dong-Fen Luo、Yao Fu、Lei Liu

  DOI：10.1021/ol201140q

  日期：2011.6.17

  Rh(III)-catalyzed ortho C-H activation/olefination of phenol carbamates has been developed. High regioselectivity is observed with a range of phenol carbamates enabling efficient coupling with acrylates and styrenes. This reaction exhibits different reactivity as compared to the Pd-catalyzed ortho-arylation reaction of phenol esters and provides a new approach for the synthesis of ortho-substituted phenols.