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Pd-Catalyzed Synthesis of Piperazine Scaffolds Under Aerobic and Solvent-Free Conditions

Sean W. Reilly and Robert H. Mach*

*Department of Radiology, Perelman School of Medicine, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States, Email: rmachmail.med.upenn.edu

S. W. Reilly, R. H. Mach, Org. Lett., 2016, 18, 5272-5275.

DOI: 10.1021/acs.orglett.6b02591 (free Supporting Information)



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Abstract

A facile Pd-catalyzed methodology provides an efficient synthetic route to biologically relevant arylpiperazines under aerobic conditions. Electron donating and sterically hindered aryl chlorides were aminated to afford very good yields of the desired products. Using 2.5 eq. piperazine as solvent enables an ecofriendly, cost-effective synthesis of these privileged structures.

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Key Words

piperazines, Buchwald-Hartwig coupling


ID: J54-Y2016