No abstract

The double-oxidative dehydrogenative (DOD) cyclization represents one of the most straightforward and atom-economical methods for cyclic structure formation. A Cu(II)/DDQ/O system-catalyzed DOD [4 + 2]-annulation/oxidative aromatization tandem reaction of readily available glycine derivatives and alkylbenzenes was established. This approach facilitates rapid access to a broad scope of substituted quinoline-2-carboxylate derivatives, an important motif in drug discovery. The reaction could feasibly be applied to a 10 gram-scale synthesis.

A visible-light-mediated aerobic α-alkylation reaction of glycine derivatives with alkyl boronic acids has been established in the presence of a Ru/Cu catalyst system, giving the desired radical coupling products efficiently.

A halogen-free catalytic methodology for the synthesis of β-amino alcohols from aromatic amines and biomass-related carbohydrates is demonstrated for the first time.