Direct Annulation between Aryl Iodides and Epoxides through Palladium/Norbornene Cooperative Catalysis,Angewandte Chemie International Edition

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Direct Annulation between Aryl Iodides and Epoxides through Palladium/Norbornene Cooperative Catalysis
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-01-16 , DOI: 10.1002/anie.201712393
Renhe Li ₁ , Guangbin Dong ₁

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Herein we report a direct annulation between aryl iodides and epoxides through palladium/norbornene (Pd/NBE) cooperative catalysis. An iso‐propyl ester substituted NBE was found to be most efficient to suppress the formation of multiple‐NBE‐insertion byproducts and affords the desired 2,3‐dihydrobenzofuran derivatives in 44–99 % yields. The reaction is scalable and tolerates a range of functional groups. Asymmetric synthesis is realized using an enantiopure epoxide. Application of this method into a concise synthesis of insecticide fufenozide is demonstrated.

中文翻译：

通过钯/降冰片烯协同催化在芳基碘化物和环氧化物之间的直接成环

本文中，我们报告了通过钯/降冰片烯（Pd / NBE）协同催化在芳基碘化物和环氧化物之间的直接环化反应。发现异丙酯取代的NBE最有效地抑制了多次插入NBE的副产物的形成，并以44-99％的收率提供了所需的2,3-二氢苯并呋喃衍生物。该反应是可扩展的，并且可以耐受一定范围的官能团。使用对映纯的环氧化物可实现不对称合成。证明了该方法在杀虫剂夫非尼嗪的简明合成中的应用。

更新日期：2018-01-16

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