General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds.

Oxidative C-C/P-H cross-coupling is achieved via Pd-catalyzed decarbonylative cross-coupling of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Brønsted acid and bidentate phosphine ligand, allows the selective activation of the inert C-C bond and the suppression of the undesired oxidation and coordination of >P(O)-H compounds, leading to a general oxidative synthesis of aryl phosphorus compounds from easily available substrates.

Metal-Free Oxidative Annulation of 2-Naphthols with Terminal Alkynes Affording 2-Arylnaphtho[2,1-b]furans.

For the first time, the selective oxidative transformation of 2-naphthols with terminal alkynes is disclosed, which enables the straightforward synthesis of 2-arylnaphtho[2,1-b]furans in satisfactory yields under metal-free conditions. Mechanistic study suggests that the reaction proceeds via free-radical-mediated sp(2)-C-H bond activation, C-C coupling, and C-O cyclization.