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Sulfonamides as Amine Component in the Petasis-Borono Mannich Reaction: A Concise Synthesis of α-Aryl- and α-Alkenylglycine Derivatives

Andreas M. Diehl, Omar Ouadoudi, Eleni Andreadou, Georg Manolikakes*

*Department of Chemistry, TU Kaiserslautern, Erwin-Schrödinger-Strasse 54, 67663 Kaiserslautern, Germany, Email: manolikakeschemie.uni-kl.de

A. M. Diehl, O. Ouadoudi, E. Andreadou, G. Manolikakes, Synthesis, 2018, 50, 3936-3946.

DOI: 10.1055/s-0037-1610440 (free Supporting Information)


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Abstract

A catalyst-free Petasis reaction of sulfonamides as amine components, glyoxylic acid, and aryl- or alkenylboronic acids tolerates a broad range of functional groups and provides a wide array of α-amino acid derivatives.


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A Palladium-Catalyzed Three-Component Synthesis of Arylmethylsulfonamides

T. Beisel, G. Manolikakes, Synthesis, 2016, 48, 379-386.


Key Words

multicomponent reactions, Petasis-borono Mannich reaction, sulfonamides, amino acids, catalyst free


ID: J66-Y2018