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Cu-Catalyzed Site-Selective Benzylic Chlorination Enabling Net C-H Coupling with Oxidatively Sensitive Nucleophiles. | LitMetric

Cu-Catalyzed Site-Selective Benzylic Chlorination Enabling Net C-H Coupling with Oxidatively Sensitive Nucleophiles.

Org Lett

Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States.

Published: January 2022

Site-selective chlorination of benzylic C-H bonds is achieved using a CuCl/bis(oxazoline) catalyst with -fluorobenzenesulfonimide as the oxidant and KCl as a chloride source. This method exhibits higher benzylic selectivity, relative to established chlorination protocols, and is compatible with diverse alkyl arenes. Sequential benzylic C-H chlorination/nucleophilic substitution affords C-O, C-S, and C-N coupling products with oxidatively sensitive coupling partners.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8830506PMC
http://dx.doi.org/10.1021/acs.orglett.1c04038DOI Listing

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