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

Organic Letters(2022)

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摘要
Site-selective chlorination of benzylic C–H bonds is achieved using a CuICl/bis­(oxazoline) catalyst with N-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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