4H-4-(1H-benzotriazol-1-yl)-2,6-bis(4-methoxyphenyl)pyran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 4H-4-(1H-benzotriazol-1-yl)-2,6-bis(4-methoxyphenyl)pyran
• 英文别名: 1-[2,6-bis(4-methoxyphenyl)-4H-pyran-4-yl]benzotriazole
• 化学式: C₂₅H₂₁N₃O₃
• 分子量: 411.46
• InChiKey: QVHJHZCEMQGRGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4H-4-(1H-benzotriazol-1-yl)-2,6-bis(4-methoxyphenyl)pyran 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以54%的产率得到4-(1H-benzotriazol-1-yl)-1,2-bis-(4-methoxyphenyl)-2,4-cyclopentadien-1-ol
  参考文献：
  名称：

  Benzotriazole-mediated 4-position derivatization of 2,6-diarylpyrylium cations by electrophiles

  摘要：

  2,6-Diaryl-4H-(benzotriazolyl)pyrans (7a-c) on treatment with n-butyllithium undergo smooth lithiation at the position a: to the benzotriazolyl moiety. In contrast to fused and bridged pyranyl derivatives, these pyranyl anions react with electrophiles by two routes: i) the expected electrophilic substitution resulting in various 4-alkyl- and 4-(omega-alkylfunctionalized)-pyrylium salts (12-19) or iii pyrylium ring rearrangement of 2,6-diarylpyrylium anions (8a-c), leading to 1,2-diaryl-3,1-cyclopentadien-1-ols (10a-c).

  DOI：

  10.1002/(sici)1521-3897(199902)341:2<152::aid-prac152>3.0.co;2-y
• 作为产物：
  描述：

  T406石油添加剂 、 2,6-di(p-anisyl)pyrylium tetrafluoroborate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以70%的产率得到4H-4-(1H-benzotriazol-1-yl)-2,6-bis(4-methoxyphenyl)pyran
  参考文献：
  名称：

  Benzotriazole-mediated 4-position derivatization of 2,6-diarylpyrylium cations by electrophiles

  摘要：

  2,6-Diaryl-4H-(benzotriazolyl)pyrans (7a-c) on treatment with n-butyllithium undergo smooth lithiation at the position a: to the benzotriazolyl moiety. In contrast to fused and bridged pyranyl derivatives, these pyranyl anions react with electrophiles by two routes: i) the expected electrophilic substitution resulting in various 4-alkyl- and 4-(omega-alkylfunctionalized)-pyrylium salts (12-19) or iii pyrylium ring rearrangement of 2,6-diarylpyrylium anions (8a-c), leading to 1,2-diaryl-3,1-cyclopentadien-1-ols (10a-c).

  DOI：

  10.1002/(sici)1521-3897(199902)341:2<152::aid-prac152>3.0.co;2-y

文献信息

• Benzotriazole-mediated 4-position derivatization of 2,6-diarylpyrylium cations by electrophiles
  作者：Alan R. Katritzky、Weihong Du、Sergey N. Denisenko、Peter Czerney、Peter J. Steel

  DOI：10.1002/(sici)1521-3897(199902)341:2<152::aid-prac152>3.0.co;2-y

  日期：1999.2

  2,6-Diaryl-4H-(benzotriazolyl)pyrans (7a-c) on treatment with n-butyllithium undergo smooth lithiation at the position a: to the benzotriazolyl moiety. In contrast to fused and bridged pyranyl derivatives, these pyranyl anions react with electrophiles by two routes: i) the expected electrophilic substitution resulting in various 4-alkyl- and 4-(omega-alkylfunctionalized)-pyrylium salts (12-19) or iii pyrylium ring rearrangement of 2,6-diarylpyrylium anions (8a-c), leading to 1,2-diaryl-3,1-cyclopentadien-1-ols (10a-c).