Palladium-Catalyzed Denitrative Mizoroki-Heck Reaction of Nitroarenes and Buta-1,3-dienes
1Department of Chemistry, Zhejiang University, Hangzhou 310058, China.
Abstract:
A palladium-catalyzed denitrative Mizoroki-Heck reaction between nitroarenes and buta-1,3-dienes has been developed, enabling efficient synthesis of 1,4-diaryl-1,3-butadienes with a high functional group tolerance and moderate to excellent yields. Optimized conditions employing Pd(acac)2/BrettPhos as the catalyst in the presence of CsF in PhCF3 facilitate selective terminal C-C coupling. The substrate scope encompasses diverse nitroarenes (electron-rich, -poor, heterocyclic) and dienes, demonstrating broad applicability. Postfunctionalization of products further underscores the method's utility in constructing complex aryl-substituted dienes.
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