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Oxidative coupling of oxindole with alcohols followed by in situ iodination by using a PhI(OCOCF3)2/I2 system afforded 5‐iodo‐3‐monoalkoxy and 5‐iodo‐3,3‐di alkoxyoxindole in moderate to good yields. This method provides a new and transition metal‐free synthesis of iodoalkoxy‐substituted oxindoles in one pot from readily available oxindole under mild conditions.
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