4-H3CC6H4SO2NPhCH2CH(B-1,2-O2C6H4)CH3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-H3CC6H4SO2NPhCH2CH(B-1,2-O2C6H4)CH3
• 英文别名: N-[2-(1,3,2-benzodioxaborol-2-yl)propyl]-4-methyl-N-phenylbenzenesulfonamide
• 化学式: C₂₂H₂₂BNO₄S
• 分子量: 407.298
• InChiKey: DXNOOKFXQMEHQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-烯丙基-4-甲基-N-苯基苯磺酰胺 、 儿萘酚硼烷 在 Wilkinson's catalyst 作用下， 以 氘代四氢呋喃 为溶剂， 生成 4-H3CC6H4SO2NPhCH2CH(B-1,2-O2C6H4)CH3 、 N-(3-Benzo[1,3,2]dioxaborol-2-yl-propyl)-4-methyl-N-phenyl-benzenesulfonamide
  参考文献：
  名称：

  Catalyzed hydroboration of allyl sulfonamides

  摘要：

  The hydroboration of allyl sulfonamides (4-H3CC6H4SO2NRCH2CH=CH2: R = H, 1; Ph, 2; Bz, 3) with catecholborane (HBcat) using different rhodium catalysts has been examined using multinuclear NMR spectroscopy. Reactions give complex product distributions, regardless of the choice of catalyst, arising from a competing isomerization reaction. This isomerization reaction can be used with N-substituted allyl sulfonamides 2 and 3 to give the corresponding enamines (4-H3CC6H4SO2CH=CH2CH3), which in turn react with HBcat to give regioselective formation of one isomer (4-H3CC6H4SO2NRCH2CH2(Bcat)CH3). (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00260-2

文献信息

• Catalyzed hydroboration of allyl sulfonamides
  作者：Michael G. Hamilton、Catrin E. Hughes、Alison M. Irving、Christopher M. Vogels、Stephen A. Westcott

  DOI：10.1016/s0022-328x(03)00260-2

  日期：2003.8

  The hydroboration of allyl sulfonamides (4-H3CC6H4SO2NRCH2CH=CH2: R = H, 1; Ph, 2; Bz, 3) with catecholborane (HBcat) using different rhodium catalysts has been examined using multinuclear NMR spectroscopy. Reactions give complex product distributions, regardless of the choice of catalyst, arising from a competing isomerization reaction. This isomerization reaction can be used with N-substituted allyl sulfonamides 2 and 3 to give the corresponding enamines (4-H3CC6H4SO2CH=CH2CH3), which in turn react with HBcat to give regioselective formation of one isomer (4-H3CC6H4SO2NRCH2CH2(Bcat)CH3). (C) 2003 Elsevier Science B.V. All rights reserved.