| Entry | Acetophenone, 9, R1 | Conditions | Condensation Product | Yield, % | Annulation Product | Yield, % |
| 1 | 4’-Bromo | 3 M NaOH |
10 | 60 |
20 | 95 |
| 2 | 3’-Bromo | AcOH, H2SO4 |
11 | 90 |
21 | 97 |
| 3 | 4’-Chloro | AcOH, H2SO4 |
12 | 64 |
22 | 90 |
| 4 | 2’-Chloro | AcOH, H2SO4 |
13 | 80 |
23 | 85 |
| 5 | 3’-Chloro | AcOH, H2SO4 |
14 | 88 |
24 | 95 |
| 6 | 4’-Nitro | AcOH, H2SO4 |
15 | 57 |
25 | 73 |
| 7 | 2’-Nitro | AcOH, H2SO4 |
16 | 75 |
26 | 70 |
| 8 | 3’-Nitro | AcOH, H2SO4 |
17 | 82 |
27 | 60 |