2-methyl-5-(phenyl(p-toluenesulfonyl)methyl)thiophene | 1333215-22-7

• 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: 2-methyl-5-(phenyl(p-toluenesulfonyl)methyl)thiophene
• 英文别名: 2-methyl-5-(phenyl(tosyl)methyl)thiophene；2-methyl-5-[(4-methylphenyl)sulfonyl-phenylmethyl]thiophene
• CAS: 1333215-22-7
• 化学式: C₁₉H₁₈O₂S₂
• 分子量: 342.483
• InChiKey: FGYIDBIYUAMLRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-甲基噻吩 、 [phenyl-(toluene-4-sulfonyl)-methyl]-carbamic acid benzyl ester 在 三(五氟苯基)硼烷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以80%的产率得到2-methyl-5-(phenyl(p-toluenesulfonyl)methyl)thiophene
  参考文献：
  名称：

  Tris(pentafluorophenyl)borane [B(C6F5)3]-catalyzed Friedel–Crafts reactions of activated arenes and heteroarenes with α-amidosulfones: the synthesis of unsymmetrical triarylmethanes

  摘要：

  Tris(pentafluorophenyl)borane [B(C6F5)(3)] has found to be an efficient catalyst for Friedel-Crafts reactions between activated arenes or heteroarenes and alpha-amidosulfones. The products undergo further Friedel-Crafts reactions with activated heteroarenes leading to the synthesis of unsymmetrical triarylmethanes. The present synthetic method displayed significant advantages such as low catalyst loading, mild reaction conditions, highly regioselective, high yield, and broad applicability to various substrates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.041

文献信息

• Synthesis of Aryl(chalcogen-heteroaryl)methyl Sulfones via Sulfuric Acid-Promoted Three-Component Reaction in Water
  作者：Ratnakar Reddy Kuchukulla、Qinqin Tang、Youming Huang、Ze He、Lihong Zhou、Qingle Zeng

  DOI：10.1002/ejoc.202000547

  日期：2020.7.15

  A straightforward three‐component reaction in the presence of Brønsted acid in water was developed to synthesize aryl(chalcogen‐heteroaryl)methyl sulfones in good to very high yields with broad substrate scope.

  开发了一种在布朗斯台德酸存在下的简单的三组分反应，该方法可在宽范围的底物范围内以高至非常高的产率合成芳基（硫属元素杂芳基）甲基砜。