The
free radical cyclization reaction is a promising strategy for
ring framework formation. Herein, we report a copper-catalyzed tandem
radical cyclization strategy for preparing substituted lactam derivatives.
This reaction proceeds through a radical coupling approach, which
not only allows a wide range of alkenes but also is quite compatible
with the primary, secondary, and tertiary radicals. In addition, density
functional theory calculations were performed to gain insights into
the reaction mechanism.
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 visible-light-promoted cyclization and aromatization of chalcones with 2-mercaptobenzimidazoles has been successfully developed to obtain diverse imidazo[2,1-b]thiazoles, and the C-S and C-N bonds were constructed in one step. The reaction...
A visible-light-induced glycoarylation of activated olefins has been accomplished. Glycosyl radicals are generated via radical transfer strategies between (TMS) 3 SiOH and glycosyl bromides. Subsequent radical translocation and rapid 1,4-aryl migration form β-sugar amide derivatives, and eight types of sugars are compatible with this reaction. Further, the cascade reaction produced a quaternary carbon center with good functional group adaptability and high regioselectivity in mild conditions.
An iron(II)-catalyzed bisphosphorylation cascade cycloisomerization of readily accessible γ-hydroxyl ynones and diphenylphosphine oxides is described. This strategy provides a variety of valuable polysubstituted bisphosphorylated dihydrofuran scaffolds via the construction of two C−P bonds and one C−O bond within a single procedure. This developed reaction system demonstrates good functional group compatibilities with considerably low catalyst consumption (as low as 1%), which could be further scaled up to gram quantities in satisfactory yields.
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