title: Practical three-component synthesis of crowded arenes with donor-acceptor substitution.
abstract: An operationally simple two-step synthesis of substituted anilides has been developed. The methodology utilizes carboxamides, aldehydes, and olefins (or alkynes) as cheap starting materials and relies upon the sequential combination of condensation, cycloaddition, and oxidation reactions. The intermediate cycloadducts display various functional groups (e.g. Br, OAc, NR(2), COR, Cbz) for further chemical manipulation at the ring periphery or core. Upon oxidation with MnO(2), highly crowded anilides with up to four further substituents (alkyl, aryl, carboxylate, cyano, nitro, bromo) can be prepared in good overall yields.
authors: Department of Chemistry, University of Cologne, Greinstr. 4, 50939, Köln, Germany.
authors: Robert
authors: R
authors: Fichtler
authors: Jörg-M
authors: JM
authors: Neudörfl
authors: Axel
authors: A
authors: Jacobi von Wangelin