Oct 2026· Organic Letters· Vol 28 41, pp.
13029-13033
· 0 citations· 25 references
Medicine
Abstract
Imidazo[1,2-a]pyridines are privileged heterocyclic motifs in pharmaceuticals and functional materials, yet densely substituted azaarenyl-containing variants remain difficult to access. We report a visible-light-driven, Brønsted acid-catalyzed annulation of readily accessible N-(2-azaarenyl)enaminones. The reaction proceeds under mild, transition-metal- and photocatalyst-free conditions, providing modular access to structurally diverse imidazo[1,2-a]azaarenes, including C2/C3 azaarenyl-substituted architectures that are difficult to obtain by conventional methods.
Herein, we report an electron donor-acceptor (EDA) complex-driven strategy for the three-component cascade annulation of 2-vinyloxydiphenylacetylene, thiols, and 4-cyanopyridine, enabling the regioselective synthesis of C-2 α-thiomethylated and C-3 pyridylmethylated benzofuran derivatives. This protocol features high e...
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A transition-metal-free, visible-light-mediated S-arylation of N-sulfinylamines using diaryliodonium salts and eosin Y efficiently affords diverse S-arylsulfinamides. This protocol tolerates both symmetrical diaryliodonium salts and unsymmetrical reagents bearing a 3,5-dimethylisoxazole (DMIX) auxiliary, enabling a h...
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A formal [3+2] cycloaddition of alkynyl diazoketones with aminomalonates has been developed, providing rapid access to highly substituted γ,γ-disubstituted 3-pyrrolin-2-ones. This transformation proceeds under mild conditions with broad substrate scope and good functional-group tolerance, providing a practical approach...
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A palladium-catalyzed cascade imidoylative/Heck annulation of functionalized isocyanides is reported, providing convenient and efficient access to 1,4-diazepinones bearing an exocyclic alkene. Using readily available alkene-tethered isocyanides and aryl iodides as starting materials, this protocol delivers a range of s...
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Tandem strain-release addition cyclization reactions in bicyclo[1.1.0]butanes (BCBs) present a versatile platform for rapidly creating molecular complexity. While lactams and indolinones have been accessed using alkenes and arenes as appendages via this strategy, the dearomative functionalization of arenes remains unex...
A direct dearomative cascade annulation of unactivated pyridines has been achieved using a Brønsted acid, enabling efficient access to indolizin-5(3H)-one frameworks. The transformation proceeds through a sequential [2+2] cycloaddition, followed by demethylation and intramolecular cyclization, furnishing fused bicyclic...
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