Abstract

Aryloxide ions (Ar'O -) behave as C-nucleophiles towards diazosulfides (ArN=NSR; R = Ph, Bu t) leading to unsymmetrical hydroxybiaryls (ArAr'OH) via C-C coupling. The reaction is particularly suited for the synthesis of terms which contain electron-withdrawing groups on the Ar moiety. The S RN1 mechanism is proposed on the grounds of experimental evidences.

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