(E)-dimethyl 2-(5,8-dioxo-6-(propylamino)-5,8-dihydronaphthalen-1-yl)vinyl-phosphonate | 1621384-37-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-dimethyl 2-(5,8-dioxo-6-(propylamino)-5,8-dihydronaphthalen-1-yl)vinyl-phosphonate
• 英文别名: 5-[(E)-2-[dimethoxy(oxido)phosphaniumyl]ethenyl]-2-(propylamino)naphthalene-1,4-dione
• CAS: 1621384-37-9
• 化学式: C₁₇H₂₀NO₅P
• 分子量: 349.323
• InChiKey: ZUTPPUBANHRPTG-CSKARUKUSA-N

物化性质

• 熔点：
  107-108 °C
• 沸点：
  535.3±50.0 °C(predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二甲基-乙烯基磷酸酯 、 2-(propylamino)naphthalene-1,4-dione 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper(II) acetate monohydrate 作用下， 以 1,2-二氯乙烷 为溶剂， 以63%的产率得到(E)-dimethyl 2-(5,8-dioxo-6-(propylamino)-5,8-dihydronaphthalen-1-yl)vinyl-phosphonate
  参考文献：
  名称：

  Substituent-Enabled Oxidative Dehydrogenative Cross-Coupling of 1,4-Naphthoquinones with Alkenes

  摘要：

  A Rh-catalyzed oxidative dehydrogenative cross-coupling of 1,4-naphthquinones with alkenes was achieved by using a substituent-enabled C(sp(2))-H functionalization (SEF) strategy. The method shows high functional group tolerance, broad substrate scope, and great potential for further functional transformations.

  DOI：

  10.1021/jo501419s

文献信息

• Substituent-Enabled Oxidative Dehydrogenative Cross-Coupling of 1,4-Naphthoquinones with Alkenes
  作者：Chi Zhang、Meining Wang、Zhoulong Fan、Li-Ping Sun、Ao Zhang

  DOI：10.1021/jo501419s

  日期：2014.8.15

  A Rh-catalyzed oxidative dehydrogenative cross-coupling of 1,4-naphthquinones with alkenes was achieved by using a substituent-enabled C(sp(2))-H functionalization (SEF) strategy. The method shows high functional group tolerance, broad substrate scope, and great potential for further functional transformations.