(2-Allyl-phenyl)-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine | 218297-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2-Allyl-phenyl)-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine
• 英文别名: 1-(4-methoxyphenyl)-N-(2-prop-2-enylphenyl)methanimine
• CAS: 218297-12-2
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: JHKNWQHHEQILCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-Allyl-phenyl)-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine 在 sodium tetrahydroborate 、 偶氮二异丁腈 、 三正丁基氢锡 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 51.17h， 生成 3-(benzenesulfinyl)-1-[(4-methoxyphenyl)methyl]-3,4,5,6-tetrahydro-1-benzazocin-2-one
  参考文献：
  名称：

  Synthesis of Tetrahydro-1-benzazocin-2(1H)-ones Using 8-endo-trig Radical Cyclization of 2,2-Bis(phenylthio)-N-[o-(prop-2-enyl)phenyl]acetamides

  摘要：

  The effects of N-substituents upon the 8-endo-trig radical cyclization of 2,2-bis(phenylthio)-N-[o-(prop-2-enyl)phenyl]acetamides (4) were examined. The N-(p-methoxybenzyl) (4a) and N-tosyl derivatives (4b), when treated with tributyltin hydride in the presence of a small amount of azoisobutyronitrile, gave regioselectively the corresponding 3,4,5,6-tetrahydro-3-phenylthio-1-benzazocin-2(1H)-ones (5a,b) (8-endo cyclization products) in 40 and 47% yields, respectively, while the N-unsubstituted derivative (4c) afforded the reduction products (6c) and (8) as the major products, Some chemical transformation reactions of 5a are also described.

  DOI：

  10.3987/com-96-s8
• 作为产物：
  描述：

  2-allyl-phenylamine 、 4-甲氧基苯甲醛 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 (2-Allyl-phenyl)-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  Synthesis of Tetrahydro-1-benzazocin-2(1H)-ones Using 8-endo-trig Radical Cyclization of 2,2-Bis(phenylthio)-N-[o-(prop-2-enyl)phenyl]acetamides

  摘要：

  The effects of N-substituents upon the 8-endo-trig radical cyclization of 2,2-bis(phenylthio)-N-[o-(prop-2-enyl)phenyl]acetamides (4) were examined. The N-(p-methoxybenzyl) (4a) and N-tosyl derivatives (4b), when treated with tributyltin hydride in the presence of a small amount of azoisobutyronitrile, gave regioselectively the corresponding 3,4,5,6-tetrahydro-3-phenylthio-1-benzazocin-2(1H)-ones (5a,b) (8-endo cyclization products) in 40 and 47% yields, respectively, while the N-unsubstituted derivative (4c) afforded the reduction products (6c) and (8) as the major products, Some chemical transformation reactions of 5a are also described.

  DOI：

  10.3987/com-96-s8

文献信息

• Synthesis of Tetrahydro-1-benzazocin-2(1H)-ones Using 8-endo-trig Radical Cyclization of 2,2-Bis(phenylthio)-N-[o-(prop-2-enyl)phenyl]acetamides
  作者：Masazumi Ikeda、Ken-ichi Obata、Jun-ichiro Oka、Hiroyuki Ishibashi、Tatsunori Sato

  DOI：10.3987/com-96-s8

  日期：——

  The effects of N-substituents upon the 8-endo-trig radical cyclization of 2,2-bis(phenylthio)-N-[o-(prop-2-enyl)phenyl]acetamides (4) were examined. The N-(p-methoxybenzyl) (4a) and N-tosyl derivatives (4b), when treated with tributyltin hydride in the presence of a small amount of azoisobutyronitrile, gave regioselectively the corresponding 3,4,5,6-tetrahydro-3-phenylthio-1-benzazocin-2(1H)-ones (5a,b) (8-endo cyclization products) in 40 and 47% yields, respectively, while the N-unsubstituted derivative (4c) afforded the reduction products (6c) and (8) as the major products, Some chemical transformation reactions of 5a are also described.