Three-component diels-alder reaction through palladium carbene migratory insertion enabled dearomative C(sp)-H bond activation.

Owning to the versatile nature in participation of Diels-Alder (D-A) reactions, the development of efficient approaches to generate active ortho-quinodimethanes (o-QDMs) has gained much attention. However, a catalytic method involving coupling of two readily accessible components to construct o-QDMs is lacking. Herein, we describe a palladium carbene migratory insertion enabled dearomative C(sp)-H activation to form active o-QDM species through the cross-coupling of N-tosylhydrazones with aryl halides.

Ag-Catalyzed ring-opening of tertiary cycloalkanols for C-H functionalization of cyclic aldimines.

We firstly describe a silver-catalyzed direct C-H functionalization of cyclic aldimines with cyclopropanols and cyclobutanols via a radical-mediated C-C bond cleavage strategy. The desired products were generated in decent yields with wide substrate scope under mild reaction conditions. In addition, a gram-scale reaction and synthetic transformation of the product were performed.