tert-butyl 2'-bromo-4'-methoxybiphenyl-2-ylcarbamate | 1428963-49-8

• 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: tert-butyl 2'-bromo-4'-methoxybiphenyl-2-ylcarbamate
• 英文别名: tert-butyl N-[2-(2-bromo-4-methoxyphenyl)phenyl]carbamate
• CAS: 1428963-49-8
• 化学式: C₁₈H₂₀BrNO₃
• 分子量: 378.266
• InChiKey: NIMYSTAAIOIPNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 2'-bromo-4'-methoxybiphenyl-2-ylcarbamate 在 bis(2,2,6,6-tetramethylpiperidin-1-yl)magnesium-bis(lithium chloride) complex 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以95%的产率得到tert-butyl 2-methoxy-9H-carbazole-9-carboxylate
  参考文献：
  名称：

  Synthesis of Substituted Indoline and Carbazole by Benzyne-Mediated Cyclization–Functionalization

  摘要：

  A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP)(2)center dot 2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles in a regiospecific manner. This was applied to a concise five-pot total synthesis of heptaphylline.

  DOI：

  10.1021/ol400597f
• 作为产物：
  描述：

  对硝基苯基甲烷磺酸酯 在 N-溴代丁二酰亚胺(NBS) 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 硫酸 、 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 、 乙腈 为溶剂， 20.0 ℃ 、6.89 MPa 条件下， 反应 22.67h， 生成 tert-butyl 2'-bromo-4'-methoxybiphenyl-2-ylcarbamate
  参考文献：
  名称：

  Synthesis of Substituted Indoline and Carbazole by Benzyne-Mediated Cyclization–Functionalization

  摘要：

  A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP)(2)center dot 2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles in a regiospecific manner. This was applied to a concise five-pot total synthesis of heptaphylline.

  DOI：

  10.1021/ol400597f

文献信息

• Synthesis of Substituted Indoline and Carbazole by Benzyne-Mediated Cyclization–Functionalization
  作者：Toshiharu Noji、Hideto Fujiwara、Kentaro Okano、Hidetoshi Tokuyama

  DOI：10.1021/ol400597f

  日期：2013.4.19

  A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP)(2)center dot 2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles in a regiospecific manner. This was applied to a concise five-pot total synthesis of heptaphylline.