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Palladium-Catalyzed Asymmetric [3+4] Cycloadditions for the Construction of Cyclohepta[<i>b</i>]indoles

Yi Wang, Jian Zhang, Yangzi Liu, Xiaoyan Luo, Weiping Deng

2023Chinese Journal of Organic Chemistry11 citationsDOIOpen Access PDF

Abstract

A Pd-catalyzed decarboxylation strategy for the efficient synthesis of cyclohepta [b]indoles in good yields with good to excellent enantioselectivities and moderate diastereoselectivities is reported. In this procedure, viny indoloxazolidones were activated by Pd catalyst to generate zwitterionic intermediates in situ, which were then trapped by the electro-deficient diene species via the asymmetric [34] cycloaddition process.

Topics & Concepts

ChemistryPalladiumCatalysisMedicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms