Cascade iodocyclization: an iodine promoted cascade cycloisomerization of 1-en-6,11-diynes is presented for the easy preparation of tetrahydrobenzo[f]isoquinolines. In this transformation, two new cyclic frameworks and one carbonyl group are formed.
We
report a highly regioselective three-component coupling
reaction
of styrene, CO gas, and an amine compound to synthesize multisubstituted
α,β-unsaturated amides, which involves a palladium-catalyzed
sequential 1,4-palladium migration, C(sp2)–H activation,
carbonylation, and amination. Salient features of this strategy include
the use of 1 atm of CO, excellent stereochemistry, and good functional
group tolerance. Further, a series of control experiments and density
functional theory calculations were performed to afford some insights
for the transfer mechanism.
A novel and efficient method for the catalytic installation of a carbonyl group via remote radical coupling is disclosed. The nickel-catalyzed reaction proceeds to undergo a sequential single-electron transfer, 1,5-hydrogen atom transfer, and carbonyl insertion, thus providing the α-substituted ketone. Further, this reaction could be carried out smoothly under normal pressure and redox-neutral conditions, and demonstrated functional-group compatibility and excellent site-selectivity.
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