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Replacement of Stoichiometric DDQ with a Low Potential o-Quinone Catalyst Enabling Aerobic Dehydrogenation of Tertiary Indolines in Pharmaceutical Intermediates

Bao Li, Alison E. Wendlandt, Shannon S. Stahl*

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

B. Li, A. E. Wendlandt, S. S. Stahl, Org. Lett., 2019, 21, 1176-1181.

DOI: 10.1021/acs.orglett.9b00111 (free Supporting Information)


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Abstract

A transition-metal/quinone complex is an effective catalyst for aerobic dehydrogenation of 3 indolines to the corresponding indoles. The utility of the method is demonstrated in the synthesis of key intermediates to pharmaceutically important molecules.

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Key Words

indoles, oxygen


ID: J54-Y2019