ethyl 1,2-dimethyl-2'-oxo-1'-phenyl-1,2-dihydrospiro[indazole-3,3'-1H-pyrrol]-5'-methyl-4'-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: ethyl 1,2-dimethyl-2'-oxo-1'-phenyl-1,2-dihydrospiro[indazole-3,3'-1H-pyrrol]-5'-methyl-4'-carboxylate
• 英文别名: Ethyl 1,2,2'-trimethyl-5'-oxo-1'-phenylspiro[indazole-3,4'-pyrrole]-3'-carboxylate
• 化学式: C₂₂H₂₃N₃O₃
• 分子量: 377.443
• InChiKey: QWRRPOJRJMUEQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  53.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2-dimethyl-1H-indazol-2-ium-3-carboxylate 以 甲苯 、 乙腈 为溶剂， 反应 2.0h， 生成 ethyl 1,2-dimethyl-2'-oxo-1'-phenyl-1,2-dihydrospiro[indazole-3,3'-1H-pyrrol]-5'-methyl-4'-carboxylate
  参考文献：
  名称：

  Translation of Pseudo-Cross-Conjugation into Chemistry:  Cycloadditions of Mesomeric Betaines to the New Ring System Spiro[indazole-3,3‘-pyrrole]

  摘要：

  Indazolium-3-amidates (X-ray analysis), readily available on trapping the N-heterocyclic carbene indazol-3-ylidene with isocyanates, underwent [3 + 2]-cycloadditions with activated triple bonds to spiro[indazole-3,3'-pyrroles]. A combination of NMR techniques such as heteronuclear single quantum coherence (HSQC), heteronuclear multiple bond correlation (HMBC), nuclear Overhauser enhancement spectroscopy (NOESY), and H-1/N-15 correlations were applied to elucidate the structures of the cycloadducts.

  DOI：

  10.1021/jo062391r

文献信息

• Translation of Pseudo-Cross-Conjugation into Chemistry:  Cycloadditions of Mesomeric Betaines to the New Ring System Spiro[indazole-3,3‘-pyrrole]
  作者：Andreas Schmidt、Tobias Habeck、Anika Sabine Lindner、Bohdan Snovydovych、Jan Christoph Namyslo、Arnold Adam、Mimoza Gjikaj

  DOI：10.1021/jo062391r

  日期：2007.3.1

  Indazolium-3-amidates (X-ray analysis), readily available on trapping the N-heterocyclic carbene indazol-3-ylidene with isocyanates, underwent [3 + 2]-cycloadditions with activated triple bonds to spiro[indazole-3,3'-pyrroles]. A combination of NMR techniques such as heteronuclear single quantum coherence (HSQC), heteronuclear multiple bond correlation (HMBC), nuclear Overhauser enhancement spectroscopy (NOESY), and H-1/N-15 correlations were applied to elucidate the structures of the cycloadducts.