N-allyl(3-methoxyphenyl)acetamide | 1090561-23-1

• 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: N-allyl(3-methoxyphenyl)acetamide
• 英文别名: 2-(3-methoxyphenyl)-N-prop-2-enylacetamide
• CAS: 1090561-23-1
• 化学式: C₁₂H₁₅NO₂
• mdl: MFCD11726205
• 分子量: 205.257
• InChiKey: MUBGLIHCFZQPQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 N-allyl(3-methoxyphenyl)acetamide 在 Rh(acac)2(CO)2 、 氢气 、 对甲苯磺酸 、 溶剂黄146 、 6,6′-[(3,3′-二叔丁基-5,5′-二甲氧基-1,1′-二苯基-2,2′-二基)双(氧)]双(二苯并[d,f][1,3,2]二噁磷杂庚英) 作用下， 60.0 ℃ 、405.33 kPa 条件下， 反应 16.0h， 以33%的产率得到9-methoxy-2,3,6,10b-tetrahydro-1H-pyrrolo[2,1-a]isoquinolin-5-one
  参考文献：
  名称：

  Efficient Syntheses of Crispine A and Harmicine by Rh-Catalyzed Cyclohydrocarbonylation

  摘要：

  The first examples of Rh-catalyzed cyclohydrocarbonylation-bicyclization of N-allylic amides of arylacetic acids are reported. This novel carbonylative bicyclization process was successfully applied to the rapid syntheses of crispine A and its analogues (tricyclic indolizidine alkaloids) as well as harmicine (tetracyclic beta-carboline alkaloid).

  DOI：

  10.1021/ol900702t
• 作为产物：
  描述：

  丙烯胺 、 3-甲氧基苯基乙酰氯 以 二氯甲烷 为溶剂， 反应 4.0h， 以95%的产率得到N-allyl(3-methoxyphenyl)acetamide
  参考文献：
  名称：

  Efficient Syntheses of Crispine A and Harmicine by Rh-Catalyzed Cyclohydrocarbonylation

  摘要：

  The first examples of Rh-catalyzed cyclohydrocarbonylation-bicyclization of N-allylic amides of arylacetic acids are reported. This novel carbonylative bicyclization process was successfully applied to the rapid syntheses of crispine A and its analogues (tricyclic indolizidine alkaloids) as well as harmicine (tetracyclic beta-carboline alkaloid).

  DOI：

  10.1021/ol900702t

文献信息

• Efficient Syntheses of Crispine A and Harmicine by Rh-Catalyzed Cyclohydrocarbonylation
  作者：Wen-Hua Chiou、Gau-Hong Lin、Che-Cheng Hsu、Stephen J. Chaterpaul、Iwao Ojima

  DOI：10.1021/ol900702t

  日期：2009.6.18

  The first examples of Rh-catalyzed cyclohydrocarbonylation-bicyclization of N-allylic amides of arylacetic acids are reported. This novel carbonylative bicyclization process was successfully applied to the rapid syntheses of crispine A and its analogues (tricyclic indolizidine alkaloids) as well as harmicine (tetracyclic beta-carboline alkaloid).