Table 3.
Results of the synthesis of vicinal tricarbonyl compounds 11 and the nitrogen heterocycles 12 and 13 arising from them.
| Entry | Compound | R1 | ZR2 | Yield, % |
| 1 | 11a | 2-ClC6H4 | n-BuNH | 67 |
| 2 | 11b | (2,5-MeO)2C6H3 | n-BuNH | 64a |
| 3 | 12a | 2-ClC6H4 | n-BuNH | 64 |
| 4 | 12b | (2,5-MeO)2C6H3 | n-BuNH | 67 |
| 5 | 13a | 2-ClC6H4 | n-BuNH | 61 |
| 6 | 13b | (2,5-MeO)2C6H3 | n-BuNH | 74 |
| 7 | 13c | 2-ClC6H4 | OMe | 74 |
aTwo equivalents of perchloric acid were required in this case. The normal reaction conditions (1 equiv HClO4) led to 13% yield of 11b and 52% of compound 14b (see below the mechanistic discussion associated to Scheme 7).