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Beilstein J. Org. Chem. 2011, 7, 601–605, doi:10.3762/bjoc.7.70
Graphical Abstract
Scheme 1: Conversion of propargyl acetate 1 to spirooxindole 2 containing the core framework of welwitindolin...
Scheme 2: Preparation of enantiopure propargyl acetate 7 (R = Ac).
Figure 1: Chiral NMR shift analysis of propargyl acetate 7.
Figure 2: Chiral NMR shift analysis of allenyloxindole 8.
Scheme 3: Microwave irradiation of allenyloxindole 8.
Figure 3: Chiral NMR shift analysis of spirooxindole 9.
Figure 4: Thermally generated biradical intermediate 10.
Beilstein J. Org. Chem. 2010, 6, No. 33, doi:10.3762/bjoc.6.33
Figure 1: Heterocyclic and carbocyclic spirooxindoles.
Scheme 1: A thermal [2 + 2] cycloaddition reaction.
Figure 2: Access to vinylidene indolin-2-ones.
Scheme 2: A tandem [3,3]-sigmatropic rearrangement/[2 + 2] cycloaddition.
Figure 3: A tandem [3,3]-sigmatropic rearrangement/[2 + 2] cycloaddition.