Vyacheslav Diev - Nitrone Cycloadditions to 1,2-Diphenylcyclopropenes and Subsequent Transformations of the Isoxazolidine Cycloadducts

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  Publication Details (including relevant citation   information):

  J.   Org. Chem.   2008, 73, 2396-2399

  Abstract:

  1,3-Dipolar cycloaddition of C-aryl,N-aryl (or   N-methyl) nitrones with a number of   1,2-diphenylcyclopropenes substituted at the C3  position occurs with the formation of expected “normal”   cycloadducts (with N-methylnitrones) and products of   their subsequent transformations. Among them are corresponding   α-acetophenyl aziridines and tetra (or penta) -arylpyrroles.   Aziridines and the normal cycloadducts can be also thermally   converted to such arylpyrroles with moderate to good yields.   Substitution at the C3 position of cyclopropenes by an   electron acceptor group decreases the reactivity of   cyclopropenes.

  Address (URL): http://pubs.acs.org/doi/abs/10.1021/jo702379d

 

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