2,6-dimethyl-1,2,3,4-tetrahydro-10H-pyrano<2',3':4,5>benzofuro<3,2-c>pyridin-8-one | 144822-99-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2,6-dimethyl-1,2,3,4-tetrahydro-10H-pyrano<2',3':4,5>benzofuro<3,2-c>pyridin-8-one
• CAS: 144822-99-1
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: MLAHXOWFALNHPD-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  1-methylpiperidin-4-one O-7-(5-methylcoumaryl)oxime hydrochloride 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 反应 7.0h， 以7.15%的产率得到1-Methyl-4-(5-methyl-2-oxo-2H-chromen-7-yloxy)-piperidin-3-one
  参考文献：
  名称：

  Synthesis of 11H-Furo[3',2':7,8]benzopyrano[3,4-c]pyridin-11-one and 6,8-Dimethyl-10H-pyrano[2',3':4,5]benzofuro[3,2-c]pyridin-10-one (Pyridoangelicins)

  摘要：

  11H-Furo[3',2' : 7,8]benzopyrano[3,4-c]pyridin-11-one (3) was synthesized from 1-benzyl-3-ethoxycarbonylpiperidin-4-one and 2,3-dihydro-4-hydroxybenzofuran (5) by a von Pechmann reaction and subsequent aromatization of the hexahydro derivative (6). 6,8-Dimethyl-10H-pyrano[2',3' : 4,5] benzofuro-[3,2-c]pyridin-10-one (4a) was obtained by dehydrogenation of the tetrahydro derivative (10b). This compound was prepared from piperidinone-O-(4,6-dimethylcoumarin-7-yl) oxime (9b) using acid catalyzed Fischer indole-like reaction. Are also reported and compared the results of the reactions of piperidinone-O-(coumarin-7-yl) oxime (9d) and the corresponding 5-methyl (9e) derivative, in which the rearrangement occurs at both the 8 and the 6 positions.

  DOI：

  10.3987/com-92-6021