ArticleScience advances2026
Enantioselective rapid assembly of bis-heterocycles by sequential palladium-catalyzed aza-Heck cyclization coupling reaction.
Article in Science advances, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
A highly efficient palladium-catalyzed enantioselective aza-Heck-catalyzed cyclization coupling reaction of alkyne-tethered oxygen- and nitrogen-centered nucleophiles is reported. This protocol enables versatile access to chiral isoindolinone-linked benzofuran and indole bis-heterocyclic derivatives bearing a quaternary stereogenic center in good yields with high enantioselectivities. A sterically demanding, electron-rich (S)-(+)-1,1'-Bi-2-naphthol (BINOL)-derived phosphoramidite ligand provides excellent control over both chemoselectivity and enantioselectivity. Density functional theory calculations were used to elucidate the reaction mechanism and the origin of enantioselectivity. Moreover, these bis-heterocycles exhibited promising antimicrobial activity.
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