3-(4-methylsulfanylphenyl)-4H-1lambda6,4-benzothiazine 1,1-dioxide | 1384585-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 3-(4-methylsulfanylphenyl)-4H-1lambda6,4-benzothiazine 1,1-dioxide
• 英文别名: 3-(4-methylsulfanylphenyl)-4H-1λ6,4-benzothiazine 1,1-dioxide
• CAS: 1384585-90-3
• 化学式: C₁₅H₁₃NO₂S₂
• 分子量: 303.406
• InChiKey: ZFOABHYZINDASH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氟苯硫酚 在 [Rh(OH)(cod)]2 、 sodium carbonate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 间氯过氧苯甲酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 32.0h， 生成 3-(4-methylsulfanylphenyl)-4H-1lambda6,4-benzothiazine 1,1-dioxide
  参考文献：
  名称：

  Use of (Z)-β-(2-Fluorobenzenesulfonyl)vinylamines as Novel Synthons in the Synthesis of 1,4-Benzothiazine Derivatives

  摘要：

  A novel synthetic route for arylated 1,4-benzothiazine derivatives has been developed. This method utilizes a key intramolecular nucleophilic aromatic substitution step of the corresponding (Z)-beta-(2-fluorobenzenesulfonyl) vinylamine intermediate to construct the benzothiazine ring. A wide range of aryl and heteroaryl substituent groups can be installed from commercial boronic acids. Both mono-and diarylated products have been synthesized in good yields and with good functional group tolerance.

  DOI：

  10.1055/s-0031-1289741

文献信息

• Use of (Z)-β-(2-Fluorobenzenesulfonyl)vinylamines as Novel Synthons in the Synthesis of 1,4-Benzothiazine Derivatives
  作者：Mark Lautens、Gavin Tsui、Yuttapong Singjunla

  DOI：10.1055/s-0031-1289741

  日期：2012.5

  A novel synthetic route for arylated 1,4-benzothiazine derivatives has been developed. This method utilizes a key intramolecular nucleophilic aromatic substitution step of the corresponding (Z)-beta-(2-fluorobenzenesulfonyl) vinylamine intermediate to construct the benzothiazine ring. A wide range of aryl and heteroaryl substituent groups can be installed from commercial boronic acids. Both mono-and diarylated products have been synthesized in good yields and with good functional group tolerance.