Palladium Catalysis Enabled Sequential C(sp3)-H/C-C Activation: Access to Vinyl γ-Lactams.

A Pd(II)-catalyzed tandem reaction of aliphatic amides with vinylcyclopropanes (VCPs) was accomplished by merging C(sp3)-H and C-C activation. The reaction of VCP revealed alkenylation/cyclization, followed by ring opening via C-C cleavage, delivering vinyl γ-lactams with (E)-selectivity. The role of ligands, site-selectivity, functional group diversity, mechanistic insight, and synthetic utilities are important practical features.

Site-Selective C8-Alkylation of Quinolines with Cyclopropanols: Merging C-H/C-C Bond Activation.

The site-selective C8-alkylation of quinolines has been accomplished using cyclopropyl alcohols as the alkylating agents and N-oxide as a weak chelating group in the presence of Co(III) catalysis via merging C-H/C-C bond activation. The use of cyclopropanol as the alkyl source, Co catalysis, substrate scope, HRMS analysis of the reaction intermediate, and late-stage mutation of drug molecules/natural products are the important practical features.