(2Z,8Z,11Z)-9,11-Dimethyl-16,17-dioxa-tricyclo[11.2.1.1^4,7]heptadeca-1(15),2,4,6,8,11,13-heptaen-10-one | 139361-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (2Z,8Z,11Z)-9,11-Dimethyl-16,17-dioxa-tricyclo[11.2.1.1^4,7]heptadeca-1(15),2,4,6,8,11,13-heptaen-10-one
• CAS: 139361-45-8
• 化学式: C₁₇H₁₄O₃
• 分子量: 266.296
• InChiKey: PRPVHKOCEMMJIH-CFXOFFHESA-N

反应信息

• 作为反应物：
  描述：

  (2Z,8Z,11Z)-9,11-Dimethyl-16,17-dioxa-tricyclo[11.2.1.1^4,7]heptadeca-1(15),2,4,6,8,11,13-heptaen-10-one 以 二氯甲烷 为溶剂， 反应 120.0h， 生成 (2Z,8Z,11Z)-6,8-Dimethyl-16,17-dioxa-tricyclo[11.2.1.1^4,7]heptadeca-1(15),2,4,6,8,11,13-heptaen-10-one 、 (2Z,8Z,11Z)-2,15-Dimethyl-16,17-dioxa-tricyclo[11.2.1.1^4,7]heptadeca-1(15),2,4,6,8,11,13-heptaen-10-one
  参考文献：
  名称：

  4 : 7,10 : 13-Diepoxy[15]annulenones exchange their oxygen bridges on irradiation: 17O NMR spectroscopic and chemical verification of the exchanges

  摘要：

  A 17O NMR study shows that, on visible light irradiation, the unsubstituted 4 : 7,10 : 13-diepoxy[15]annulenone 1 undergoes a degenerate rearrangement, by which the carbonyl oxygen of 1a is interchangeable with the furan ring oxygens in 1b and in 1c; the 2,15-dimethyl analogue 2 undergoes similar oxygen-bridge exchange to give two positional isomers BC and DE in two different ways (i.e. via photo-irradiation and via a protonation–deprotonation sequence).

  DOI：

  10.1039/c39910001775
• 作为产物：
  描述：

  (2Z,8Z)-9,11-Dimethyl-16,17-dioxa-tricyclo[11.2.1.1^4,7]heptadeca-1(15),2,4,6,8,13-hexaen-10-one 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 (2Z,8Z,11Z)-9,11-Dimethyl-16,17-dioxa-tricyclo[11.2.1.1^4,7]heptadeca-1(15),2,4,6,8,11,13-heptaen-10-one
  参考文献：
  名称：

  4 : 7,10 : 13-Diepoxy[15]annulenones exchange their oxygen bridges on irradiation: 17O NMR spectroscopic and chemical verification of the exchanges

  摘要：

  A 17O NMR study shows that, on visible light irradiation, the unsubstituted 4 : 7,10 : 13-diepoxy[15]annulenone 1 undergoes a degenerate rearrangement, by which the carbonyl oxygen of 1a is interchangeable with the furan ring oxygens in 1b and in 1c; the 2,15-dimethyl analogue 2 undergoes similar oxygen-bridge exchange to give two positional isomers BC and DE in two different ways (i.e. via photo-irradiation and via a protonation–deprotonation sequence).

  DOI：

  10.1039/c39910001775