Palladium-Catalyzed Atroposelective Coupling–Cyclization of 2‑Isocyanobenzamides to Construct Axially Chiral 2‑Aryl- and 2,3-Diarylquinazolinones

A palladium-catalyzed imidoylative cycloamid­ation of N-alkyl-2-isocyanobenz­amides with 2,6-disubstituted aryl iodides, affording unprecedented axially chiral 2-arylquinazol­inones, has been developed with good yields and atropo­selectivities. In this coupling–cycliz­ation process, the biaryl linkage and the heteroaromatic ring are formed sequentially in one step. When N-(2,4-dimethoxy­phenyl)-2-isocyanobenz­amide is applied as a substrate, 2,3-diarylquinazol­inones containing two stereogenic axes are produced with moderate diastereo­selectivity and good enantio­selectivities.