Visible-light-induced photocatalytic oxytrifluoromethylation of N-allylamides for the synthesis of CF3-containing oxazolines and benzoxazines.

A visible-light-induced photocatalytic oxytrifluoromethylation reaction of N-allylamides has been developed for the efficient synthesis of CF3-containing oxazolines and benzoxazines under mild reaction conditions.

Photocatalytic generation of N-centered hydrazonyl radicals: a strategy for hydroamination of β,γ-unsaturated hydrazones.

A visible-light photocatalytic generation of N-centered hydrazonyl radicals has been accomplished for the first time. This approach allows efficient intramolecular addition of hydrazonyl radical to terminal alkenes, thus providing hydroamination and oxyamination products in good yields. Importantly, the protocol involves deprotonation of an N-H bond and photocatalytic oxidation to an N-centered radical, thus obviating the need to prepare photolabile amine precursors or the stoichiometric use of oxidizing reagents.

Redox-neutral α-allylation of amines by combining palladium catalysis and visible-light photoredox catalysis.

An unprecedented α-allylation of amines was achieved by combining palladium catalysis and visible-light photoredox catalysis. In this dual catalysis process, the catalytic generation of allyl radical from the corresponding π-allylpalladium intermediate was achieved without additional metal reducing reagents (redox-neutral). Various allylation products of amines were obtained in high yields through radical cross-coupling under mild reaction conditions.

Palladium/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination.

The Pd/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination with a wide range of O- and N-nucleophiles have been developed (up to 97% yield, 98.5% ee). The products can also be conveniently transformed into biologically active chiral heterocycles.

De novo synthesis of imidazoles by visible-light-induced photocatalytic aerobic oxidation/[3+2] cycloaddition/aromatization cascade.

A visible-light-induced photocatalytic aerobic oxidation/[3+2] cycloaddition/aromatization cascade between secondary amines and isocyanides has been successfully developed. The reaction provides a general and efficient access to diversely substituted imidazoles and imidazo[1,5-a]quinoxalin-4(5 H)-ones in good yields under mild conditions.