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Benzylation of Nitroalkanes Using Copper-Catalyzed Thermal Redox Catalysis: Toward the Facile C-Alkylation of Nitroalkanes

Peter G. Gildner, Amber A. S. Gietter, Di Cui and Donald A. Watson*

*Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States, Email: dawatsonudel.edu

P. G. Gildner, A. A. S. Gietter, D. Cui, D. A. Watson, J. Am. Chem. Soc., 2012, 134, 9942-9945.

DOI: 10.1021/ja304561c (free Supporting Information)


Abstract

A simple Cu(I) catalyst, generated in situ, is highly effective for C-benzylation of nitroalkanes using abundant benzyl bromides and related heteroaromatic compounds. This process proceeds via a thermal redox mechanism and allows access to a variety of complex nitroalkanes under mild reaction conditions.

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Key Words

Nitro Compounds, Benzylation


ID: J48-Y2012-1970