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Microwave-assisted organic acid–base-co-catalyzed tandem Meinwald rearrangement and annulation of styrylepoxides

Yi Shi, Siqi Li, Yang Lu, Zizhen Zhao, Pingfan Li, Jiaxi Xu

2020Chemical Communications33 citationsDOI

Abstract

A novel organic acid-base-co-catalyzed conversion of styrylepoxides into [1,1'-biaryl]-3-carbaldehydes was realized under microwave irradiation. Styrylepoxides first underwent an acid-catalyzed Meinwald rearrangement followed by a tandem base-catalyzed Michael addition, aldol addition, and aromatization sequence to generate [1,1'-biaryl]-3-carbaldehydes.

Topics & Concepts

TandemAromatizationAnnulationCatalysisChemistryMicrowave irradiationBase (topology)Combinatorial chemistryOrganic chemistryMaterials scienceComposite materialMathematical analysisMathematicsAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry MethodsCatalytic Cross-Coupling Reactions