Posts Tagged ‘elimination’

The Curtius rearrangement. One step or two?

Monday, August 6th, 2012
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The Curtius reaction is represented in most chemistry texts and notes as following path (a) below. It is one of a general class of thermally induced rearrangement which might be described as elimination/migration (in a sense similar to this ring contraction migration/elimination), in this case implicating a nitrene intermediate if the two steps occur consecutively. Wikipedia is normally very much on the ball with this sort of thing, and a comment about the reaction mechanism there notes that current evidence prefers route (b), avoiding nitrene intermediacy (and hence formally removing this from examples of nitrene reactions).