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Modular o-Quinone Catalyst System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions

Alison E. Wendlandt and Shannon S. Stahl*

*Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States, Email: stahlchem.wisc.edu

A. E. Wendlandt, S. S. Stahl, J. Am. Chem. Soc., 2014, 136, 11910-11913.

DOI: 10.1021/ja506546w (free Supporting Information)


Abstract

o-Quinone-based catalysts enable an oxidative dehydrogenation of tetrahydroquinolines to afford quinolines. Use of a Co(salophen) cocatalyst allows the reaction to proceed efficiently with ambient air at room temperature. The utility of the catalytic method is demonstrated in the preparation of a number of medicinally relevant quinolines.

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Key Words

quinolines, oxygen


ID: J48-Y2014