A Regioselectivity-switchable Diels–Alder reaction of arynes and 4-alkenyloxazoles was explored. By regulating the reaction temperature and the polarity of the solvent, the reaction activity of aryne was controlled to selectively react with different favorable reaction sites of 4-alkenyloxazoles, providing naphtho[2,1-d]oxazoles and 1,4-epoxyisoquinolines. Density functional theory (DFT) calculations demonstrated that the Diels–Alder reaction on acyclic dienes site needs more energy than the reaction on cyclic dienes to overcome the potential reaction barrier.

中文翻译：

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通过 4-烯氧唑与芳烃的区域选择性可切换 Diels-Alder 反应构建萘酚[2,1-d]噁唑和 1,4-环氧异喹啉


探索了芳烃和 4-烯氧唑的 Regioselectivity 可切换 Diels-Alder 反应。通过调节反应温度和溶剂极性，控制芳烃的反应活性，选择性地与 4-烯氧唑类化合物的不同有利反应位点反应，得到萘酚[2,1-d]噁唑类和 1,4-环氧异喹啉类。密度泛函理论 （DFT） 计算表明，非环二烯位点上的 Diels-Alder 反应比环二烯上的反应需要更多的能量来克服潜在的反应障碍。