2,2,3,6-tetramethyl-2,3-dihydro-4H-furo[3,2-c]pyran-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2,2,3,6-tetramethyl-2,3-dihydro-4H-furo[3,2-c]pyran-4-one
• 英文别名: 2,2,3,6-tetramethyl-3H-furo[3,2-c]pyran-4-one
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: CAIMXPDCXOXBCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-羟基-6-甲基-2-吡喃酮 、 2-甲基-2-丁烯 在 ammonium cerium(IV) nitrate 作用下， 以 乙腈 为溶剂， 以21%的产率得到2,2,3,6-tetramethyl-2,3-dihydro-4H-furo[3,2-c]pyran-4-one
  参考文献：
  名称：

  CAN-mediated Formation of Furopyranones and Furoquinolinones

  摘要：

  The reaction of 4-hydroxy-2H-pyran-2-one derivatives (1), (11), and (17) with a range of alkenes or phenylacetylene in acetonitrile containing cerium(IV) ammonium nitrate (CAN) afforded the corresponding furo[3,2-c]pyranone (4, 8, 13, 15, and 18) and/or furo[2,3-b]pyranone derivatives (6, 10, 14, 16, and 19). Similar treatment of 4-hydroxy-1-methylquinolin-2(1H)-one (2) with alkenes or phenylacetylene in the presence of CAN gave furo[3,2-c]quinolin-4(5H)-one derivatives (5) and (9).

  DOI：

  10.3987/com-99-8688

文献信息

• CAN-mediated Formation of Furopyranones and Furoquinolinones
  作者：Kazuhiro Kobayashi、Kouji Sakashita、Hideki Akamatsu、Koujirou Tanaka、Masaharu Uchida、Tomokazu Uneda、Taichi Kitamura、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.3987/com-99-8688

  日期：——

  The reaction of 4-hydroxy-2H-pyran-2-one derivatives (1), (11), and (17) with a range of alkenes or phenylacetylene in acetonitrile containing cerium(IV) ammonium nitrate (CAN) afforded the corresponding furo[3,2-c]pyranone (4, 8, 13, 15, and 18) and/or furo[2,3-b]pyranone derivatives (6, 10, 14, 16, and 19). Similar treatment of 4-hydroxy-1-methylquinolin-2(1H)-one (2) with alkenes or phenylacetylene in the presence of CAN gave furo[3,2-c]quinolin-4(5H)-one derivatives (5) and (9).