diethyl 4-methylthiazol-2-ylphosphonate | 916417-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: diethyl 4-methylthiazol-2-ylphosphonate
• 英文别名: 2-[Diethoxy(oxido)phosphaniumyl]-4-methyl-1,3-thiazole；2-[diethoxy(oxido)phosphaniumyl]-4-methyl-1,3-thiazole
• CAS: 916417-77-1
• 化学式: C₈H₁₄NO₃PS
• 分子量: 235.244
• InChiKey: DJPPNEGCKRPLMN-UHFFFAOYSA-N

物化性质

• 沸点：
  295.3±33.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  82.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲基噻唑 、 亚磷酸二乙酯 在 dipotassium peroxodisulfate 、 silver nitrate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 6.0h， 以81%的产率得到diethyl 4-methylthiazol-2-ylphosphonate
  参考文献：
  名称：

  Coupling Reactions of Heteroarenes with Phosphites under Silver Catalysis

  摘要：

  A silver-catalyzed dehydrogenative cross-coupling reaction of substituted furans, thiophene, thioazole, and pyrrole 1a-e with dialkyl phosphites 2 was first developed to afford corresponding phosphonated products 3a-h with up to 89% yield and good regioselectivities. Moreover, an unprecedented coupling of various substituted pyridines 1f-k with dialkyl phosphites 2 using AgNO3 as a catalyst and K2S2O8 as an oxidant, followed by reduction with Na2S2O3, was also realized to furnish desired pyridine phosphonates 3i-q in satisfactory yields with good regioselectivities.

  DOI：

  10.1021/jo301108g

文献信息

• Coupling Reactions of Heteroarenes with Phosphites under Silver Catalysis
  作者：Chang-Bing Xiang、Yong-Jun Bian、Xue-Rong Mao、Zhi-Zhen Huang

  DOI：10.1021/jo301108g

  日期：2012.9.7

  A silver-catalyzed dehydrogenative cross-coupling reaction of substituted furans, thiophene, thioazole, and pyrrole 1a-e with dialkyl phosphites 2 was first developed to afford corresponding phosphonated products 3a-h with up to 89% yield and good regioselectivities. Moreover, an unprecedented coupling of various substituted pyridines 1f-k with dialkyl phosphites 2 using AgNO3 as a catalyst and K2S2O8 as an oxidant, followed by reduction with Na2S2O3, was also realized to furnish desired pyridine phosphonates 3i-q in satisfactory yields with good regioselectivities.