The iron-catalyzed direct arylation of a variety N-heteroarenes, quinones, and hydroquinones with arylboronic acids is investigated under microwave heating. reaction proceeds at 70 °C air using K 2 S O 8 as an oxidant FeSO 4 catalyst. Under heating, times decreased 14- to 115-fold. Reaction scope N-heteroarenes quinones comparable or slightly expanded when compared previous reports, but the aci...

A facile and efficient transformation of arylboronic acids to their corresponding aryl thiocyanates has been successfully developed. Based on the CuCl-catalyzed oxidative cross-coupling reaction between arylboronic acids and trimethylsilylisothiocyanate (TMSNCS) under oxygen atmosphere, the transformation can be readily conducted at ambient temperature. The newly-developed protocol provided a c...

Arylboronic acids are commonly used in modern organic chemistry to form new C–C and C–heteroatom bonds. These activated synthons show reactivity with heteroatoms a range of substrates under ambient oxidative conditions. This broad has limited their use protic, renewable solvents like water, ethanol, methanol. Here, we report our efforts study optimize the activation arylboronic by copper(II) N-...

Photosensitizing supramolecular assemblies based on a phenazine derivative (PPA) have been developed, which show strong affinity toward Pd2+ ions to generate ensemble [email protected] nanoparticles (NPs). The NPs catalyse the Suzuki cross-coupled reaction under mild conditions (aerial conditions, mixed aqueous media, and visible light radiations). Although exhibit for arylboronic acid could ho...

Key words rhodium catalysis - unnatural peptides three-component reaction carboamination dioxazolones arylboronic acids acrylamides

Copper-catalyzed aerobic oxidative coupling of arylboronic acid derivatives and heteroatom nucleophiles is a highly useful method for the formation of aryl-heteroatom bonds. Mechanistic studies reveal that this reaction proceeds via an "oxidase"-style mechanism. Kinetic and spectroscopic studies establish that transmetalation of the aryl group from boron to Cu(II) is the turnover-limiting step ...

An asymmetric palladium-catalyzed conjugate addition reaction of arylboronic acids to enone substrates was investigated mechanistically. Desorption electrospray ionization coupled to mass spectrometry was used to identify intermediates of the catalytic cycle and delineate differences in substrate reactivity. Our findings provide evidence for the catalytic cycle proceeding through formation of a...

An asymmetric palladium-catalyzed conjugate addition reaction of arylboronic acids to enone substrates was investigated mechanistically. Desorption electrospray ionization coupled to mass spectrometry was used to identify intermediates of the catalytic cycle and delineate differences in substrate reactivity. Our findings provide evidence for the catalytic cycle proceeding through formation of a...

Herein we report an umpolung strategy for the bioconjugation of selenocysteine in unprotected peptides. This mild and operationally simple approach takes advantage of the electrophilic character of an oxidized selenocysteine (Se-S bond) to react with a nucleophilic arylboronic acid to provide the arylated selenocysteine within hours. This reaction is amenable to a wide range of boronic acids wi...