(E)-2'-(4-bromostyryl)-5',5'-dimethyl-4',5'-dihydro-4H-spiro[naphthalene-1,3'-pyrrol]-4-one | 1377181-76-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-2'-(4-bromostyryl)-5',5'-dimethyl-4',5'-dihydro-4H-spiro[naphthalene-1,3'-pyrrol]-4-one
• 英文别名: (e)-2'-(4-Bromostyryl)-5',5'-dimethyl-4',5'-di-hydro-4h-spiro[naphthalene-1,3'-pyrrol]-4-one；5-[(E)-2-(4-bromophenyl)ethenyl]-2,2-dimethylspiro[3H-pyrrole-4,4'-naphthalene]-1'-one
• CAS: 1377181-76-4
• 化学式: C₂₃H₂₀BrNO
• 分子量: 406.322
• InChiKey: ZHUULZFLQMPUDC-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2',5',5'-trimethyl-4',5'-dihydro-4H-spiro[naphthalene-1,3'-pyrrol]-4-one 、 N-(4-bromobenzylidene)aniline 在 溶剂黄146 作用下， 反应 24.0h， 以16%的产率得到2-(4-bromophenyl)-11,11-dimethyl-3-phenyl-2,3,3a,4,10,11-hexahydrobenzo[f]pyrrolo[2,3-d]-quinolin-5(1H)-one
  参考文献：
  名称：

  Spirocyclohexadienones: XIII. Reactions of schiff bases with enamines derived from 3,4-dihydroisoquinoline and with spiro[naphthalene-1,3′-pyrrol]-4-one

  摘要：

  Addition of 1,3,3-trimethyl-3,4-dihydroisoquinolines to N-benzylideneanilines gives substituted N-[2-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-1-phenylethyl]anilines, whereas 2',5',5'-trimethyl-4',5'-dihydro-4H-spiro[naphthalene-1,3'-pyrrol]-4-one reacts with N-benzylideneanilines along two pathways involving cyclization to substituted 2,3,3a,4,10,11-hexahydrobenzo[f]pyrrolo[2,3-d]quinolin-5(1H)-ones or elimination of the aniline residue with formation of substituted 5',5'-trimethyl-2-styryl-4',5'-dihydro-4H-spiro[naphthalene-1,3'-pyrrol]-4-ones.

  DOI：

  10.1134/s1070428012040197