4-(Benzylsulfanyl)-2,5-diphenyl-1,3-oxazole | 1432187-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(Benzylsulfanyl)-2,5-diphenyl-1,3-oxazole
• 英文别名: 4-benzylsulfanyl-2,5-diphenyl-1,3-oxazole
• CAS: 1432187-45-5
• 化学式: C₂₂H₁₇NOS
• 分子量: 343.449
• InChiKey: XNIITWQVRQBHMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  51.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(Benzylsulfanyl)-2,5-diphenyl-1,3-oxazole 在 氯 、 溶剂黄146 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 26.5h， 生成 N,2,5-triphenyl-1,3-oxazole-4-sulfonamide
  参考文献：
  名称：

  Amidophenacylating reagents in synthesis of new derivatives of 1,3-oxazole- and 1,3-thiazole-4-sulfonyl chlorides and corresponding sulfonamides

  摘要：

  Derivatives of 4-benzylsulfanyl-1,3-oxazole and 4-benzylsulfanyl-1,3-thiazole were synthesized using available amidophenacylating reagents. By the oxidative chlorination compounds obtained were converted to 1,3-oxazole-4-sulfonyl and 1,3-thiazol-4-sulfonyl chlorides. The latter were used to prepare the corresponding sulfonamides.

  DOI：

  10.1134/s1070363214040148
• 作为产物：
  描述：

  N-(1-氯-2-氧代-2-苯基乙基)苯甲酰胺 在 三乙胺 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 29.0h， 生成 4-(Benzylsulfanyl)-2,5-diphenyl-1,3-oxazole
  参考文献：
  名称：

  Amidophenacylating reagents in synthesis of new derivatives of 1,3-oxazole- and 1,3-thiazole-4-sulfonyl chlorides and corresponding sulfonamides

  摘要：

  Derivatives of 4-benzylsulfanyl-1,3-oxazole and 4-benzylsulfanyl-1,3-thiazole were synthesized using available amidophenacylating reagents. By the oxidative chlorination compounds obtained were converted to 1,3-oxazole-4-sulfonyl and 1,3-thiazol-4-sulfonyl chlorides. The latter were used to prepare the corresponding sulfonamides.

  DOI：

  10.1134/s1070363214040148

文献信息

• Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles
  作者：Raju Jannapu Reddy、Matthew P. Ball-Jones、Paul W. Davies

  DOI：10.1002/anie.201706850

  日期：2017.10.16

  regioselective, and convergent access to densely functionalized oxazoles is realized in a functional-group tolerant manner using alkynyl thioethers. Sulfur-terminated alkynes provide access to reactivity previously requiring strong donor-substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold-catalyzed reaction, thus leading to complementary regioselective outcomes

  使用炔基硫醚以官能团耐受的方式实现非氧化、区域选择性和聚合获得密集官能化的恶唑。硫封端的炔烃提供了获得以前需要强供体取代的炔烃（例如炔酰胺）的反应性。在这种金催化反应中，硫不以类似的供体方式起作用，从而导致互补的区域选择性结果并解决使用炔酰胺的局限性。
• Amidophenacylating reagents in synthesis of new derivatives of 1,3-oxazole- and 1,3-thiazole-4-sulfonyl chlorides and corresponding sulfonamides
  作者：A. N. Kornienko、S. G. Pil’o、V. M. Prokopenko、V. S. Brovarets

  DOI：10.1134/s1070363214040148

  日期：2014.4

  Derivatives of 4-benzylsulfanyl-1,3-oxazole and 4-benzylsulfanyl-1,3-thiazole were synthesized using available amidophenacylating reagents. By the oxidative chlorination compounds obtained were converted to 1,3-oxazole-4-sulfonyl and 1,3-thiazol-4-sulfonyl chlorides. The latter were used to prepare the corresponding sulfonamides.