Table 4.
Synthesis of benzonaphthyridinones and a dibenzonaphthyridinonea
![]() | ||||
|---|---|---|---|---|
| Entry | Aryne precursor |
Amine | Product | Yieldb (%) |
| 1 | ![]() |
![]() |
![]() |
56 |
| 2 | ![]() |
![]() |
48 | |
| 3 | ![]() |
![]() |
53 | |
| 4 | ![]() |
![]() |
52 | |
| 5 | ![]() |
![]() |
48 | |
| 6 | ![]() |
![]() |
66 | |
| 7 | ![]() |
![]() |
72 | |
| 8 | ![]() |
![]() |
50 | |
| 9 | ![]() |
![]() |
![]() |
32 |
All reactions were carried out on a 0.25 mmol scale with 2 equiv of CsF at room temperature. A solution of 1 in 4 mL of MeCN (solution A) and a solution of 4 and sF in 4 mL of MeCN (solution B) were prepared separately. Solution A was slowly added to solution B with a syringe pump over 8 h, the resulting solution was stirred for an additional 16 h.
Isolated yield.




















