(E)-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile | 53587-74-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile
• CAS: 53587-74-9
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: HXGNAXWUFOFKAI-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile 在 吡啶 、 4-二甲氨基吡啶 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 生成 N-[4-[1-Cyclohexyl-meth-(Z)-ylidene]-3-(4-methoxy-phenyl)-2-methyl-5-oxo-cyclopent-1-enyl]-acetamide
  参考文献：
  名称：

  An imino Nazarov cyclization

  摘要：

  alpha -Aminocyclopentenones are available in a single operation from alpha,beta -unsaturated nitriles and (methoxy)-methoxyallenes. The cyclization is equivalent to an imino Nazarov reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00201-5
• 作为产物：
  描述：

  4-methoxybenzenediazonium tetrafluoroborate 、 甲基丙烯腈 在 palladium diacetate 、 calcium carbonate calcium carbonate 作用下， 以 甲醇 为溶剂， 以72%的产率得到(E)-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile
  参考文献：
  名称：

  Application of a new combination of palladium and CaCO3 for an aerobic Heck reaction using arenediazonium-salts

  摘要：

  Efficient Heck reactions under aerobic conditions were carried out using Pd-catalyst in the presence of CaCO3. Under these conditions a neat Heck Reaction using arenediazonium salts bearing functional groups including nitro functionalities can generally take place in good yields up to 95%. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00921-1

文献信息

• Application of a new combination of palladium and CaCO3 for an aerobic Heck reaction using arenediazonium-salts
  作者：Heiko Brunner、Nathalie Le Cousturier de Courcy、Jean-Pierre Genêt

  DOI：10.1016/s0040-4039(99)00921-1

  日期：1999.6

  Efficient Heck reactions under aerobic conditions were carried out using Pd-catalyst in the presence of CaCO3. Under these conditions a neat Heck Reaction using arenediazonium salts bearing functional groups including nitro functionalities can generally take place in good yields up to 95%. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
• An imino Nazarov cyclization
  作者：Marcus A Tius、Chester C Chu、Raquel Nieves-Colberg

  DOI：10.1016/s0040-4039(01)00201-5

  日期：2001.3

  alpha -Aminocyclopentenones are available in a single operation from alpha,beta -unsaturated nitriles and (methoxy)-methoxyallenes. The cyclization is equivalent to an imino Nazarov reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.