Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 2408-2416 |
| Number of pages | 9 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 4 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - 2006 |