Abstract
AbstractUpon heating in xylene α‐hydroxyamides 3 react with the cumulated phosphorus ylide 1 to give the substituted 2(3H)‐oxazolones 8 in 40–80% yield. The reaction proceeds via an addition/cyclization/intermolecular‐Wittig olefination sequence, which implies three different types of phosphorus ylides of increasing “ylide activity”. Evidence for the proposed mechanism is provided by trapping the intermediate ylide species with suitable carbonyl compounds. This technique may also be used to exclusively prepare the 2,4‐oxazolidinediones 13 in good yields.
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