1,3-Dipolar character of 2-vinyl quinazoline 3-oxides; first and second generation cycloaddition products
Heaney, F., Lawless, E., Mahon, M., McArdle, P. and Cunningham, D., 2006. 1,3-Dipolar character of 2-vinyl quinazoline 3-oxides; first and second generation cycloaddition products. Organic and Biomolecular Chemistry, 4 (12), pp. 2408-2416.
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The reaction between the heteroaromatic N-oxides 1a, 1b and 1c with dimethyl acetylenedicarboxylate or methyl propiolate furnishes 1,3-benzodiazepines, the products of ring transformations of primarily formed cycloadducts. The structures of 8a and 10a have been confirmed by X-ray crystallographic analysis. The aldonitrone 1c also reacts with N-methylmaleimide and with phenyl vinyl sulfone to furnish the first examples of primary cycloaddition products from quinazoline 3-oxides.
|Creators||Heaney, F., Lawless, E., Mahon, M., McArdle, P. and Cunningham, D.|
|Departments||Faculty of Science > Chemistry|
|Additional Information||ID number: ISI:000238129600011|
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