Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp3)-H activation

Transition-metal-catalyzed cross-electrophile C(sp(2))-(sp(3)) coupling and C-H alkylation reactions represent two efficient methods for the incorporation of an alkyl group into aromatic rings. Herein, we report a Pd-catalyzed cascade cross-electrophile coupling and C-H alkylation reaction of 2-iodo-alkoxylarenes with alkyl chlorides. Methoxy and benzyloxy groups, which are ubiquitous functional groups and common protecting groups, were utilized as crucial mediators via primary or secondary C(sp(3))-H activation. The reaction provides an innovative and convenient access for the synthesis of alkylated phenol derivatives, which are widely found in bioactive compounds and organic functional materials.

Automated summary

The study presents a Pd-catalyzed cascade reaction for the cross-electrophile coupling and C-H alkylation of 2-iodo-alkoxylarenes with alkyl chlorides, providing access to alkylated phenol derivatives. Methoxy and benzyloxy groups play crucial roles in the reaction by enabling C(sp(3))-H activation.