tert-butyl 7-chloro-4,4-dimethyl-3,4-dihydrobenzo[b][1,4]azasiline-1(2H)-carboxylate | 1370735-62-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl 7-chloro-4,4-dimethyl-3,4-dihydrobenzo[b][1,4]azasiline-1(2H)-carboxylate
• 英文别名: Tert-butyl 7-chloro-4,4-dimethyl-2,3-dihydro-1,4-benzazasiline-1-carboxylate
• CAS: 1370735-62-8
• 化学式: C₁₅H₂₂ClNO₂Si
• 分子量: 311.884
• InChiKey: VSCAZZUZDNULTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (2-bromo-5-chlorophenyl)-carbamic acid tert-butyl ester 在 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.08h， 生成 tert-butyl 7-chloro-3,3-dimethyl-3,4-dihydrobenzo[e][1,3]azasiline-1(2H)-carboxylate 、 tert-butyl 7-chloro-4,4-dimethyl-3,4-dihydrobenzo[b][1,4]azasiline-1(2H)-carboxylate
  参考文献：
  名称：

  Intramolecular Sila-Matteson Rearrangement: A General Access to Silylated Heterocycles

  摘要：

  A series of new silylated heterocycles has been efficiently prepared using an intramolecular silicon version of the Matteson rearrangement, providing two isomers of binuclear heterocycles. This method applies to a large variety of substrates, a direct relationship between the Hammett constants of the aromatic substituents and the isomer ratio being observed. Complementary experiments suggest that a common pentaorganosilicate species is involved.

  DOI：

  10.1021/ol300598s

文献信息

• Intramolecular Sila-Matteson Rearrangement: A General Access to Silylated Heterocycles
  作者：Cyril François、Thomas Boddaert、Muriel Durandetti、Olivier Querolle、Luc Van Hijfte、Lieven Meerpoel、Patrick Angibaud、Jacques Maddaluno

  DOI：10.1021/ol300598s

  日期：2012.4.20

  A series of new silylated heterocycles has been efficiently prepared using an intramolecular silicon version of the Matteson rearrangement, providing two isomers of binuclear heterocycles. This method applies to a large variety of substrates, a direct relationship between the Hammett constants of the aromatic substituents and the isomer ratio being observed. Complementary experiments suggest that a common pentaorganosilicate species is involved.