(4-fluorophenyl)-phenylethynyl-carbamic acid tert-butyl ester | 1011269-14-9

• 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: (4-fluorophenyl)-phenylethynyl-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-(4-fluorophenyl)-N-(2-phenylethynyl)carbamate
• CAS: 1011269-14-9
• 化学式: C₁₉H₁₈FNO₂
• 分子量: 311.356
• InChiKey: RRTRATUNTFZZET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (4-fluorophenyl)-phenylethynyl-carbamic acid tert-butyl ester 在 双三氟甲烷磺酰亚胺银盐 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以95%的产率得到3-(4-fluoro-phenyl)-5-phenyl-3H-oxazol-2-one
  参考文献：
  名称：

  Synthesis of Functionalized Oxazolones by a Sequence of Cu(II)- and Au(I)-Catalyzed Transformations

  摘要：

  A study concerning a two-step sequence leading to the formation of diversely 1,5-disubstituted oxazolones is described. The mild conditions employed allow the efficient and rapid synthesis of a variety of such compounds via an initial Cu(II)-catalyzed coupling of a bromoalkyne with a secondary tert-butyloxycarbamate followed by a Au(I)-catalyzed cycloisomerization of the N-alkynyl tert-butyloxycarbamates thus obtained.

  DOI：

  10.1021/ol703077g
• 作为产物：
  描述：

  4-氟苯基氨基甲酸叔丁酯 、 苯基溴乙炔 在 potassium phosphate 、 1,10-菲罗啉 、 copper(ll) sulfate pentahydrate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以65%的产率得到(4-fluorophenyl)-phenylethynyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of Functionalized Oxazolones by a Sequence of Cu(II)- and Au(I)-Catalyzed Transformations

  摘要：

  A study concerning a two-step sequence leading to the formation of diversely 1,5-disubstituted oxazolones is described. The mild conditions employed allow the efficient and rapid synthesis of a variety of such compounds via an initial Cu(II)-catalyzed coupling of a bromoalkyne with a secondary tert-butyloxycarbamate followed by a Au(I)-catalyzed cycloisomerization of the N-alkynyl tert-butyloxycarbamates thus obtained.

  DOI：

  10.1021/ol703077g

文献信息

• Cu(I)‐Catalyzed Oxytrifluoromethylation of <i>N</i> ‐Boc‐Ynamides for the Construction of Trifluoromethylated Oxazolones
  作者：Yue Zuo、Xingyuan Ye、Dongjie Jiang、Shuai Zhou、Mengyuan Yu、Guangke He

  DOI：10.1002/adsc.202200971

  日期：2022.12.8

  A chemo-selective copper(I)-catalyzed oxytrifluoromethylation of N-Boc-ynamides with TMSCF3 has been achieved, affording the trifluoromethylated oxazolones in 51–99% yields. The reaction proceeds at room temperature and tolerates a variety of functional groups such as −X, −OMe, alkenyl, and other substituents. The resulting oxazolones provide access to α-CF3-substituted amines through decarboxylative

  已经实现了化学选择性铜 (I) 催化的N -Boc-ynamides 与 TMSCF 3的氧三氟甲基化，以 51-99% 的收率提供三氟甲基化恶唑酮。该反应在室温下进行，并且可以接受各种官能团，例如 -X、-OMe、烯基和其他取代基。生成的恶唑酮通过脱羧还原提供获得 α-CF 3取代胺的途径。