Chemistry of dioxine-annelated cycloheptatriene endoperoxides and their conversion into tropolone derivatives: an unusual non-benzenoid singlet oxygen source
作者:Arif Daştan、Metin Balci
DOI:10.1016/j.tet.2006.02.026
日期:2006.4
The chemistry of two bicyclic endoperoxides, obtained by photooxygenation of 2,3-dihydro-7H-cyclohepta[1,4]dioxine and 2,3-dihydro-7H-cyclohepta[b][1,4]dioxin-7-one was investigated with the aim of synthesizing the respective tropolone derivatives. The reaction of these endoperoxides with base, thiourea and their thermolysis provided the desired tropolone derivatives in high yield. On the other hand
通过2,3-二氢-7 H-环庚[1,4]二恶英和2,3-二氢-7 H-环庚[ b ] [1,4]二恶英-7-的光氧化获得的两个双环内过氧化物的化学性质为了合成各自的托酚酮衍生物,进行了研究。这些内过氧化物与碱,硫脲的反应及其热解以高收率提供了所需的托酚酮衍生物。另一方面,由2,3-二氢-7 H-环庚[ b ] [1,4]二恶英-7-one衍生的内过氧化物的热解经历了前所未有的途径,并形成了母体分子和单线态氧,而不是预期的肌钙蛋白。讨论了所有产品的形成机理。