5-(p-nitrophenyl)sulfenyl-6-phenyl-2(2H)-pyranone

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(p-nitrophenyl)sulfenyl-6-phenyl-2(2H)-pyranone
• 英文别名: 5-(4-Nitrophenyl)sulfanyl-6-phenylpyran-2-one
• 化学式: C₁₇H₁₁NO₄S
• 分子量: 325.345
• InChiKey: OCUCIMRZQLVLQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.0
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-硝基苯亚磺酰氯 、 methyl (Z)-5-phenylpent-2-en-4-ynoate 以 二氯甲烷 为溶剂， 反应 1.0h， 以80%的产率得到5-(p-nitrophenyl)sulfenyl-6-phenyl-2(2H)-pyranone
  参考文献：
  名称：

  Synthesis of Isocoumarins and α-Pyrones via Electrophilic Cyclization

  摘要：

  A variety of substituted isocoumarins and alpha-pyrones are readily prepared in excellent yields under very mild reaction conditions by the reaction of o-(1-alkynyl)benzoates and (Z)-2-alken-4-ynoates with ICI, I-2, PhSeCl, p-O2NC6H4SCl, and HI. This methodology accommodates various alkynyl esters and has been successfully extended to the synthesis of polycyclic aromatic and biaryl compounds.

  DOI：

  10.1021/jo034308v

文献信息

• Synthesis of Isocoumarins and α-Pyrones via Electrophilic Cyclization
  作者：Tuanli Yao、Richard C. Larock

  DOI：10.1021/jo034308v

  日期：2003.7.1

  A variety of substituted isocoumarins and alpha-pyrones are readily prepared in excellent yields under very mild reaction conditions by the reaction of o-(1-alkynyl)benzoates and (Z)-2-alken-4-ynoates with ICI, I-2, PhSeCl, p-O2NC6H4SCl, and HI. This methodology accommodates various alkynyl esters and has been successfully extended to the synthesis of polycyclic aromatic and biaryl compounds.