C-H arylation of benzoquinone in water through aniline activation: synergistic effect of graphite-supported copper oxide nanoparticles.

A homemade CuONPs/Gr catalyst was found to be efficient for the C-H arylation of benzoquinone. This methodology represents the first example of a Meerwein arylation catalyzed by a heterogeneous catalyst.

Sustainable Heck-Matsuda reaction with catalytic amounts of diazonium salts: an experimental and theoretical study.

The palladium-catalyzed Heck-Matsuda reaction with a catalytic amount of an in-situ-generated diazonium salt proceeded under mild and sustainable conditions. The reaction proceeded at room temperature, under base-free conditions, and only generated tBuOH, H(2)O, and N(2) as by-products. Ortho-substituted diazonium salts were more-efficiently coupled to methyl acrylate than their corresponding para isomers, which required the addition of anisole as an additive.

Unprecedented substoichiometric use of hazardous aryl diazonium salts in the Heck-Matsuda reaction via a double catalytic cycle.

The first Heck-Matsuda reaction using a catalytic amount of diazonium salts has been discovered. The reaction proceeds through an unprecedented double catalytic cycle in which the electrophile is in situ generated through the reaction advancement. This concept features mild and safe conditions as hazardous aryl diazonium salts are not isolated anymore.