title: Synthesis of diverse indole libraries on polystyrene resin - Scope and limitations of an organometallic reaction on solid supports.
abstract: The synthesis of diverse substituted indole structures on solid supports is described. The immobilization of nitrobenzoic acid onto Merrifield resin and the subsequent treatment with alkenyl Grignard reagents delivered indole carboxylates bound to solid supports. In contrast to results in the liquid phase, ortho,ortho-unsubstituted nitroarenes also delivered indole moieties in good yields. Subsequent palladium-catalyzed reactions (Suzuki, Heck, Sonogashira, Stille) delivered, after cleavage, the desired molecules in moderate to good yields over four steps. The scope and limitations are presented.
authors.affiliation: Institute of Organic Chemistry, Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, D-76131 Karlsruhe, Germany.
authors.forename: Kerstin
authors.initials: K
authors.lastname: Knepper
authors.forename: Sylvia
authors.initials: S
authors.lastname: Vanderheiden
authors.forename: Stefan
authors.initials: S
authors.lastname: Bräse