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Copper‐Mediated ortho‐Nitration of (Hetero)Arenecarboxylates
Authors:Dr. Dmitry Katayev  Kai F. Pfister  Timo Wendling  Prof. Dr. Lukas J. Gooßen
Affiliation:FB Chemie‐Organische Chemie, Technische Universit?t Kaiserslautern, Erwin‐Schr?dinger‐Str. Geb. 54, 67663 Kaiserslautern (Germany), Fax: (+49)?631‐205‐3921
Abstract:Various (hetero)arenecarboxylic acids were converted to the corresponding Daugulis amides and nitrated selectively in the ortho‐position in the presence of [CuNO3(PPh3)2] and AgNO2 at 50 °C. A microwave‐assisted saponification allows regenerating the carboxylate group within minutes, which may then be removed tracelessly by protodecarboxylation, or substituted by aryl‐ or alkoxy‐groups via decarboxylative cross‐coupling.
Keywords:carboxylic acids  C  H activation  copper  homogeneous catalysis  nitration
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