phenylcarbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester | 956484-60-9

• 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: phenylcarbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester
• 英文别名: (5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluoro-2-methyldodecan-2-yl) N-phenylcarbamate
• CAS: 956484-60-9
• 化学式: C₂₀H₁₆F₁₇NO₂
• 分子量: 625.325
• InChiKey: INDMDUWHNDSLQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  phenylcarbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester 、 溴苯 在 palladium diacetate 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 (5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluoro-2-methyldodecan-2-yl) N,N-diphenylcarbamate
  参考文献：
  名称：

  Fluorous-Tagged Carbamates for the Pd-Catalyzed Amination of Aryl Halides

  摘要：

  [GRAPHICS]A novel fluorous-tagged ammonia surrogate has been synthesized and its application to the synthesis of anilines by Buchwald-Hartwig palladium-catalyzed amidation-hydrolysis protocol is described. Primary anilines were obtained in moderate to good yields after a sequence of two reaction steps involving fluorous separation techniques for their purification. Preliminary results indicate that N-substituted anilines can also be obtained using just N-substituted-(F)Boc carbamates as the nitrogen source.

  DOI：

  10.1021/jo701573w
• 作为产物：
  描述：

  2-[2-(1H,1H,2H,2H-perfluorodecyl)isopropoxycarbonyloxyimino]-2-phenylacetonitrile 在 palladium diacetate 氨 、 caesium carbonate 、 三乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 phenylcarbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester
  参考文献：
  名称：

  Fluorous-Tagged Carbamates for the Pd-Catalyzed Amination of Aryl Halides

  摘要：

  [GRAPHICS]A novel fluorous-tagged ammonia surrogate has been synthesized and its application to the synthesis of anilines by Buchwald-Hartwig palladium-catalyzed amidation-hydrolysis protocol is described. Primary anilines were obtained in moderate to good yields after a sequence of two reaction steps involving fluorous separation techniques for their purification. Preliminary results indicate that N-substituted anilines can also be obtained using just N-substituted-(F)Boc carbamates as the nitrogen source.

  DOI：

  10.1021/jo701573w

文献信息

• Fluorous-Tagged Carbamates for the Pd-Catalyzed Amination of Aryl Halides
  作者：Andrés A. Trabanco、Juan A. Vega、M. Alejandro Fernández

  DOI：10.1021/jo701573w

  日期：2007.10.1

  [GRAPHICS]A novel fluorous-tagged ammonia surrogate has been synthesized and its application to the synthesis of anilines by Buchwald-Hartwig palladium-catalyzed amidation-hydrolysis protocol is described. Primary anilines were obtained in moderate to good yields after a sequence of two reaction steps involving fluorous separation techniques for their purification. Preliminary results indicate that N-substituted anilines can also be obtained using just N-substituted-(F)Boc carbamates as the nitrogen source.