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Reagent Design and Ligand Evolution for the Development of a Mild Copper-Catalyzed Hydroxylation Reaction

Patrick S. Fier* and Kevin M. Maloney*

*Department of Process Research and Development, Merck & Co., Inc., Rahway, New Jersey 07065, United States, Email: patrick.fiermerck.com, kevin_maloneymerck.com

P. S. Fier, K. M. Maloney, Org. Lett., 2017, 19, 3033-3036.

DOI: 10.1021/acs.orglett.7b01403


Abstract

A copper-catalyzed synthesis of phenols with a traceless hydroxide surrogate under mild reaction conditions enables even a late-stage functional group transformation of druglike substrates.

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proposed mechanism



Direct Conversion of Haloarenes to Phenols under Mild, Transition-Metal-Free Conditions

P. S. Fier, K. M. Maloney, Org. Lett., 2016, 18, 2244-2247.


Key Words

hydroxylation


ID: J54-Y2017