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Creators/Authors contains: "Wu, Tongtong"

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  1. ; ; ; ; (, Organic Letters)
    Full Text Available 
  2. ; ; ; ; (, Chemistry – A European Journal)
    Abstract The cycloisomerization of alkyne‐tetheredN‐benzoyloxycarbamates to 2‐(3H)oxazolones is described. Two catalytic systems are tailored for intramolecular 5‐exo‐alkyne carboxyamidation and concomitant alkene isomerization. PtCl2/CO (5 mol%, toluene, 100 °C) promotes both carboxyamidation and alkene isomerization but has a limited substrate scope. On the other hand, FeCl3(5 mol%, CH3CN, 100 °C) promotes carboxyamidation effectively but a cocatalyst is required for the exocyclic alkene isomerization. Thus, a two‐step one‐pot protocol has been developed for a broader reaction scope, which involves FeCl3‐catalyzed carboxyamidation and base‐induced alkene isomerization. Crossover experiments suggest that these reactions proceed mainly through a mechanism involving acylnitrenoid intermediates rather than carbenoid intermediates. 
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