Arylsulfonates can be used as substrates for nucleophilic aromatic substitution reactions with nitrogen-containing and oxygen-containing nucleophiles. Unlike the use of aryl halides, where only one bond fission is possible, the carbon-halogen bond, the use of arylsulfonates potentially involves two bond fissions (C-O and S-O) in the substrate. We have investigated reaction conditions for the regioselective cleavage of the C-O and S-O bond in the course of a nucleophilic aromatic substitution reaction. From a single substrate and nucleophile, two products can be obtained in one pot. Preliminary results for the synthesis of aryl amines and aryl sulfonamides will be presented.<br/>

Regioselectivity in nucleophilic aromatic substitution with aryl sulfonates

255th National Meeting (2018)

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