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Palladium(0)-Catalyzed Regioselective Three-Component Cross-Coupling via C–H Activation: Synthesis of Eight-Membered Azacycles

Qiongqiong Zhu, Xiang Zuo, Cang Cheng, Dong Kee Yi, Yanghui Zhang

2025Organic Letters12 citationsDOI

Abstract

A Pd(0)-catalyzed three-component cross-coupling reaction involving o -bromobenzylamines, aryl iodides, and alkynes was developed through C–H activation. This reaction exhibits excellent regioselectivity, selectively forming a C(vinyl)–C(aryl) bond. The process yields eight-membered azacycles as the products, providing straightforward access to such compounds using simple substrates.

Topics & Concepts

RegioselectivityChemistryPalladiumCatalysisComponent (thermodynamics)Coupling (piping)Coupling reactionCombinatorial chemistryStereochemistryOrganic chemistryMechanical engineeringThermodynamicsPhysicsEngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions