2,4-diphenyl-5-(phenyl(phenylsulfonyl)methyl)oxazole | 1432970-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4-diphenyl-5-(phenyl(phenylsulfonyl)methyl)oxazole
• 英文别名: 5-[Benzenesulfonyl(phenyl)methyl]-2,4-diphenyl-1,3-oxazole；5-[benzenesulfonyl(phenyl)methyl]-2,4-diphenyl-1,3-oxazole
• CAS: 1432970-15-4
• 化学式: C₂₈H₂₁NO₃S
• 分子量: 451.546
• InChiKey: DAJUYYAXGKXGNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(1,3-diphenylprop-2-ynyl)-N-(phenylsulfonyl)benzamide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以99%的产率得到2,4-diphenyl-5-(phenyl(phenylsulfonyl)methyl)oxazole
  参考文献：
  名称：

  Base-Catalyzed Cyclization of N-Sulfonyl Propargylamides to Sulfonylmethyl-Substituted Oxazoles via Sulfonyl Migration

  摘要：

  The reaction of N-sulfonyl propargylamides in the presence of a base catalyst selectively affords 5-sulfonylmethyl oxazoles via 1,4-sulfonyl migration. Allenes have been established as the key intermediates. Experimental evidence has been provided to support a two-step mechanism in the cyclization.

  DOI：

  10.1021/jo4004635

文献信息

• Base-Catalyzed Cyclization of <i>N</i>-Sulfonyl Propargylamides to Sulfonylmethyl-Substituted Oxazoles via Sulfonyl Migration
  作者：Xinzhang Yu、Xiaoyi Xin、Boshun Wan、Xingwei Li

  DOI：10.1021/jo4004635

  日期：2013.5.17

  The reaction of N-sulfonyl propargylamides in the presence of a base catalyst selectively affords 5-sulfonylmethyl oxazoles via 1,4-sulfonyl migration. Allenes have been established as the key intermediates. Experimental evidence has been provided to support a two-step mechanism in the cyclization.