Synthesis of (E,E)-Dienones and (E,E)-Dienals via Palladium-Catalyzed γ,δ-Dehydrogenation of Enones and Enals

• Main Authors: Gao-Fei Pan, Xing-Long Zhang, Xue-Qing Zhu, Rui-Li Guo, Yong-Qiang Wang
• Format: Article
• Language: English
• Published: Elsevier 2019-10-01
• Series: iScience
• Online Access: http://www.sciencedirect.com/science/article/pii/S2589004219303657

Summary: A new strategy for the synthesis of conjugated (E,E)-dienones and (E,E)-dienals via a palladium-catalyzed aerobic γ,δ-dehydrogenation of enones and enals has been developed. The method can be employed in the direct and efficient synthesis of various (E,E)-dienones and (E,E)-dienals, including non-substituted α-, β-, and γ- and/or δ-substituted (E,E)-dienones and (E,E)-dienals. The protocol is featured by the ready accessibility and elaboration of the starting materials, good functional group compatibility, and mild reaction conditions. Furthermore, the reaction is of complete E,E-stereoselectivity and uses molecular oxygen as the sole clean oxidant. : Catalysis; Organic Synthesis; Chemical Compounds in Materials Science Subject Areas: Catalysis, Organic Synthesis, Chemical Compounds in Materials Science