Unusual Reaction of Chloramine-T with Araldoximes

Reaction of araldoximes with 4 equiv of chloramine-T in refluxing methanol produces <i>N</i>-(<i>p</i>-tolyl)-<i>N</i>-(<i>p</i>-tosyl)benzamides via addition of 2 equiv of chloramine-T to the intermediate nitrile oxide followed by extrusion of sulfur dioxide.