Alkylation-Terminated Catellani Reactions by Cyclobutanol C–C Cleavage
Cui‐Tian Wang, Ming Li, Yanan Ding, Wan‐Xu Wei, Zhe Zhang, Xue‐Ya Gou, Rui-Qiang Jiao, Yating Wen, Yong‐Min Liang
Abstract
This report describes the first application of a cyclobutanol ring-opening procedure in the Catellani termination reaction, which includes two β-carbon elimination processes. This tandem reaction features mild conditions, high yields, good functional group tolerance, and a broad substrate scope. Meanwhile, four types of electrophiles (N-benzoyloxyamines, alkyl iodides, aryl bromides, and benzyl chlorides) are quite compatible with this termination reaction for the construction of various types of polysubstituted aromatic hydrocarbons.
Topics & Concepts
ElectrophileChemistryArylCleavage (geology)AlkylationAlkylFunctional groupTandemReaction conditionsSubstrate (aquarium)Ring (chemistry)Combinatorial chemistryScope (computer science)Medicinal chemistryOrganic chemistryCatalysisMaterials scienceComputer scienceOceanographyFracture (geology)GeologyProgramming languageComposite materialPolymerCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisSynthesis of Indole Derivatives