1-ethyl-3-tosylquinolin-4(1H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-ethyl-3-tosylquinolin-4(1H)-one
• 英文别名: 1-ethyl-3-(4-methylphenyl)sulfonylquinolin-4-one
• 化学式: C₁₈H₁₇NO₃S
• 分子量: 327.404
• InChiKey: BSOXHMCKHVONGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-ethyl-3-(p-tolylthio)quinolin-4(1H)-one 在 间氯过氧苯甲酸 作用下， 以 乙腈 为溶剂， 以98 mg的产率得到1-ethyl-3-tosylquinolin-4(1H)-one
  参考文献：
  名称：

  Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils

  摘要：

  A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I-2/K2S2O8 system has been developed. Under the optimal conditions, the C-S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2019.130537

文献信息

• Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils
  作者：Danupat Beukeaw、Medena Noikham、Sirilata Yotphan

  DOI：10.1016/j.tet.2019.130537

  日期：2019.9

  A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I-2/K2S2O8 system has been developed. Under the optimal conditions, the C-S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility. (C) 2019 Elsevier Ltd. All rights reserved.