Synthesis of Benzo[k]fluoranthene Derivatives via Diels-Alder Reaction of 1,3-Diarylbenzo[c]furans,European Journal of Organic Chemistry

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Synthesis of Benzo[k]fluoranthene Derivatives via Diels-Alder Reaction of 1,3-Diarylbenzo[c]furans
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2017-11-30 , DOI: 10.1002/ejoc.201701137
Jayachandran Karunakaran ₁ , Arasambattu K. Mohanakrishnan ₁

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Diels–Alder reaction of symmetrical/unsymmetrical benzo[c]furans with acenaphthylene in xylenes at reflux temperatures followed by p-toluenesulfonic acid-mediated epoxide cleavage and dehydration furnished diaryl/heteroaryl-substituted benzo[k]fluoranthenes. This strategy could be successfully applied to the synthesis of dimeric and trimeric benzo[k]fluoranthenes. Functionalization of representative benzo[k]fluoranthene derivatives was also performed. UV/Visible, emission and electrochemical properties of representative fluoranthene derivatives are also reported.

中文翻译：

1,3-二芳基苯并[c]呋喃通过Diels-Alder反应合成苯并[k]荧蒽衍生物

在回流温度下，对称/不对称苯并 [c] 呋喃与苊在二甲苯中的 Diels-Alder 反应，然后是对甲苯磺酸介导的环氧化物裂解和脱水，得到二芳基/杂芳基取代的苯并 [k] 荧蒽。该策略可成功应用于二聚体和三聚体苯并[k]荧蒽的合成。还进行了代表性苯并[k]荧蒽衍生物的官能化。还报告了代表性荧蒽衍生物的紫外/可见光、发射和电化学性质。

更新日期：2017-11-30

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