Palladium-Catalyzed Asymmetric [4+3] Cycloadditions of Indene-2-carbaldehydes with 4-Vinylbenzoxazinanones Toward Polycyclic 5H-Benzo[b]azepines

Palladium-catalyzed asymmetric [4+3] cycloadditions of indene-2-carbaldehydes and 4-vinyl benzoxazinanones proceeded smoothly in the presence of chiral phosphine ligands to give the corresponding functionalized 5H-benzo[b]azepines (26 examples, 60% to 89% yield, 88:12 to 95.5:4.5 er) under mild conditions.

Automated summary

Palladium-catalyzed asymmetric [4+3] cycloadditions of indene-2-carbaldehydes and 4-vinyl benzoxazinanones proceeded smoothly in the presence of chiral phosphine ligands to give the corresponding functionalized 5H-benzo[b]azepines (26 examples, 60% to 89% yield, 88:12 to 95.5:4.5 er) under mild conditions.