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Synergistic Copper-Catalyzed Reductive Aminocarbonylation of Alkyl Iodides with Nitroarenes

Siling Zhao and Neal P. Mankad*

*Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States, Email: npmuic.edu

S. Zhao, N. P. Mankad, Org. Lett., 2019, 21, 10106-10110.

DOI: 10.1021/acs.orglett.9b04092 (free Supporting Information)


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Abstract

A Cu-catalyzed reductive aminocarbonylation of primary, secondary, and tertiary alkyl iodides using nitroarenes as the nitrogen source provides a diverse range of secondary N-aryl alkylamides. The single copper catalyst synergistically mediates both carbonylation of alkyl iodides and reduction of nitroarenes, to provide acyl iodides and anilines as possible reactive intermediates.

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Key Words

aminocarbonylation, reduction of nitro compounds, phenylsilane, multicomponent reactions


ID: J54-Y2019