N-(3-chloro-4-cyclohexylidene-1-oxo-1-phenylbut-3-en-2-yl)-4-methylbenzenesulfonamide | 1514928-77-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(3-chloro-4-cyclohexylidene-1-oxo-1-phenylbut-3-en-2-yl)-4-methylbenzenesulfonamide
• CAS: 1514928-77-8
• 化学式: C₂₃H₂₄ClNO₃S
• 分子量: 429.967
• InChiKey: MFARSWASEKCEES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.24
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole 、 1-chloro-2-cyclohexylethyne 在 dirhodium(II) tetrakis(1-phenylcyclohexane carboxylate) 作用下， 以 氯仿 为溶剂， 以81%的产率得到N-(3-chloro-4-cyclohexylidene-1-oxo-1-phenylbut-3-en-2-yl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Stereoselective 1,3-Insertions of Rhodium(II) Azavinyl Carbenes

  摘要：

  Rhodium(II) azavinyl carbenes, conveniently generated from 1-sulfonyl-1,2,3-triazoles, undergo a facile, mild, and convergent formal 1,3-insertion into N-H and O-H bonds of primary and secondary amides, various alcohols, and carboxylic acids to afford a wide range of vicinally bisfunctionalized (Z)-olefins with perfect regio- and stereo-selectivity. Utilizing the distinctive functionality installed through these reactions, a number of subsequent rearrangements and cyclizations expand the repertoire of valuable organic building blocks constructed by reactions of transition-metal carbene complexes, including a-allenyl ketones and amino-substituted heterocycles.

  DOI：

  10.1021/ja408185c