Akihiro Yokoyama, Arisa Ishii, Tomoyuki Ohishi, Shoko Kikkawa, Isao Azumaya
Tetrahedron Letters 62 2021年1月5日
© 2020 Elsevier Ltd A coronene analogue containing amide linkage was synthesized from a halogenated cyclic triamide by palladium-mediated intramolecular C[sbnd]C bond formation. The cyclic triamide was formed from the condensation of 2-chloro-4-(isobutylamino)benzoic acid in the presence of dichlorotriphenylphosphorane in 1,1,2,2-tetrachloroethane. By contrast, the condensation of 2-bromo counterpart required silicon tetrachloride in pyridine. The intramolecular C[sbnd]C bond formation, which yielded the target coronene analogue, occurred during the reaction of bromo-substituted cyclic triamide with palladium(II) acetate, triphenylphosphine, and potassium carbonate in N,N-dimethylformamide.