Carbonylative Coupling of 4,4’-Diiodobiphenyl Catalyzed by Pd(NHC) Complex

Palladium-catalyzed carbonylative Sonogashira coupling between aryl triazenes and alkynes.

We developed a palladium-catalyzed carbonylative Sonogashira reaction with aryl triazenes and alkynes as substrates and methanesulfonic acid as the additive. A series of α,β-ynones were synthesized by this alternative procedure. Notably, bromides, iodides and hydroxyl groups could be well-tolerated under these reaction conditions.

A convenient and general palladium-catalyzed carbonylative coupling for the synthesis of 2-arylbenzoxazinones.

Benzoxazinones represent a class of annulated nitrogen heterocycles that are of interest to organic synthesis owing to their various biological activities. Among the different methodologies developed for their preparation, cyclization of anthranilic acid, N-acylanthranilic acid, or isotonic anhydride are most accepted. Although alternative methodologies are known, the availability of substrates...

Palladium-catalyzed carbonylative Negishi-type coupling of aryl iodides with benzyl chlorides.

Carbonylative coupling of allylic acetates with aryl boronic acids.

The first allylic carbonylation reaction of allylic acetates with aryl boronic acids under carbon monoxide has been developed. Using Pd-PCy3 as a catalyst, a wide spectrum of allylic acetates was carbonylated in the presence of various aryl boronic acids, affording α,β-unsaturated aryl ketones in good to excellent yields. Preliminary studies indicate that carbon monoxide always inserts at the l...

Palladium-Catalyzed Alkenylation by the Negishi Coupling