Pd(II)-Catalyzed Heteroarylative Difunctionalization of Unactivated Alkenes via Cascade Nucleopalladation of Alkynes

Pd(II)催化未活化烯烃的杂芳基化双官能化反应,通过炔烃的级联钯化反应实现

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Abstract

Herein, we unveil an efficient palladium-(II)-catalyzed three-component strategy for the regioselective difunctionalization of unactivated alkenes resulting in γ-selective heteroarylation via cascade cyclization of nucleophile-tethered alkynes. The developed protocol utilizes economically viable aryl, alkenyl, and alkyl halides as electrophilic coupling partners for β-selective incorporation. The reaction is distinguished by its operational simplicity, exhibits broad substrate scope, and retains high catalytic efficiency even in the presence of various pharmacologically relevant motifs. Furthermore, the synthetic approach was expanded to enable cascade borylation under oxidative conditions employing B(2)Pin(2) providing access to C-(sp(3))-B scaffolds. Notably, this work demonstrates cascade cyclization-driven dicarbofunctionalizations of unactivated alkenes, establishing a valuable synthetic tool for the streamlined assembly of complex heterocyclic molecular frameworks.

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