The photoredox-catalyzed α-aminoalkylcarboxylation
of aryl
allenes with CO2 and N,N-dimethylanilines is reported for the first time (26 examples, up
to 96% yield). In the case of electron-deficient allenes, good regioselectivity
was observed (up to 94:6), exclusively generating kinetic products
over thermodynamic products. This protocol is a novel synthetic method
for highly functionalized β,γ-unsaturated γ-aminobutyric
esters.
In
this study, we developed a simple transition-metal-free borylation
reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the
borylation reaction was performed using a simple procedure at a mild
temperature. Under mild conditions, aryl bromides were converted to
arylboronic acids directly without any deprotection steps and purified
by conversion to trifluoroborate salts. The functional group tolerance
was considerably high. The mechanism study suggested that this borylation
reaction proceeds via a radical pathway.
Highly efficient ligand-free Suzuki–Miyaura cross-coupling in aqueous solvent at room temperature was developed using metal oxides with low Pd content via a fluorescence-based high-throughput screening method.
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