Easily accessible N-tosylglycine allylamides have been converted into diversely functionalized piperazinone derivatives by inter-intramolecular oxidative domino palladium-catalyzed reactions. Aminochlorination and aminoacetoxylation processes were achieved by employing CuCl2 and PhI(OAc)(2) as the oxidizing agents to give 5-chloromethyl- and 5-acetoxymethyl-substituted piperazinones, respectively.
Intra-Intermolecular Palladium-Catalyzed Domino Reactions of Glycine Allylamides for the Synthesis of Diversely Functionalized Piperazinones / G. Broggini, E.M. Beccalli, T. Borelli, F. Brusa, S. Gazzola, A. Mazza. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2015:19(2015 May 27), pp. 4261-4268. [10.1002/ejoc.201500386]
Intra-Intermolecular Palladium-Catalyzed Domino Reactions of Glycine Allylamides for the Synthesis of Diversely Functionalized Piperazinones
E.M. Beccalli;A. Mazza
2015
Abstract
Easily accessible N-tosylglycine allylamides have been converted into diversely functionalized piperazinone derivatives by inter-intramolecular oxidative domino palladium-catalyzed reactions. Aminochlorination and aminoacetoxylation processes were achieved by employing CuCl2 and PhI(OAc)(2) as the oxidizing agents to give 5-chloromethyl- and 5-acetoxymethyl-substituted piperazinones, respectively.
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