Beilstein J. Org. Chem.2016,12, 874–881, doi:10.3762/bjoc.12.86
2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.
Keywords: aryl azides; azepinones; 2,1
-benzisoxazolones; 1,5-electrocyclization; nitrenes; photochemical cyclization; Introduction
Substituted 2,1-benzisoxazoles display diverse biological activity [1][2][3][4][5][6] (Figure 1) and are widely used as starting materials for the synthesis of important heterocyclic pharmacophores, such as acridines [7][8
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Graphical Abstract
Figure 1:
Selected examples of biologically active, fused 2,1-isoxazole derivatives.