Synthesis of various benzazolo[2,1-b]quinazolinones catalyzed by NGPU.a.
| Entry | Ar | R | Product | Time (min) | Yieldb (%) | M.p. (°C) | |
|---|---|---|---|---|---|---|---|
| Found | Reported | ||||||
| 1 | C6H5 | CH3 | 1b | 29 | 99 | >300 | >300 (ref. 28) |
| 2 | 4-Cl–C6H4 | CH3 | 2b | 22 | 98 | >300 | >300 (ref. 32) |
| 3 | 4-Br–C6H4 | CH3 | 3b | 33 | 98 | >300 | >300 (ref. 32) |
| 4 | 4-OH–C6H4 | CH3 | 4b | 14 | 99 | >300 | >300 (ref. 52) |
| 5 | 2,4-Cl2–C6H3 | CH3 | 5b | 27 | 98 | >300 | >300 (ref. 32) |
| 6 | 3,4,5-(OCH3)3–C6H2 | CH3 | 6b | 12 | 95 | >300 | >300 (ref. 53) |
| 7 | 4-CH3–C6H4 | CH3 | 7b | 13 | 99 | >300 | >300 (ref. 32) |
| 8 | 2-CH3–C6H4 | CH3 | 8b | 8 | 99 | >300 | >300 (ref. 28) |
| 9 | 3-NO2–C6H4 | CH3 | 9b | 18 | 85c | >300 | >300 (ref. 32) |
| 10 | C6H5 | H | 10b | 6 | 98 | >300 | 310–312 (ref. 54) |
| 11 | 2-CH3–C6H4 | H | 11b | 15 | 96 | >300 | New |
| 12 | 2-Br–C6H4 | H | 12b | 7 | 89 | >300 | New |
| 13 | 3,4,5-(OCH3)3–C6H2 | H | 13b | 2 | 99 | >300 | >300 (ref. 55) |
| 14 | 4-Pyridinebenzaldehyde | H | 14b | 18 | 95 | >300 | New |
| 15 | 4-NO2–C6H4 | H | 15b | 20 | 95 | >300 | >300 (ref. 54) |
| 16 | 4-F-C6H4 | H | 16b | 24 | 90 | >300 | >300 (ref. 54) |
Reaction conditions: aldehyde (1 mmol), 1,3-diketones (dimedone and/or 1,3-cyclohexanediones) (1 mmol), 2-aminobenzimidazole (1 mmol).
Isolated yields.
Isolated yields after recrystallization.