Conversion of indoles to dihydroacridinesa.
| |||
|---|---|---|---|
| Entry | Substrate | Product | Yield% |
| 1 | 22, R1 = R2 = R3 = H | 30, R1 = R2 = R3 = H | 58 |
| 2 | 23, R1 = R2 = H, R3 = Me | 31, R1 = R2 = H, R3 = Me | 77 |
| 3 | 24, R1 = R2 = H, R3 = Et | 32, R1 = H, R2 = R3 = Me | 66 |
| 4 | 25, R1 = H, R2 = R3 = Me | 32, R1 = H, R2 = R3 = Me | 53 |
| 5 | 26, R1 = R2 = H, R3 = Ph | 33, R1 = R2 = H, R3 = Ph | 92 |
| 6 | 27, R1 = R2 = H, R3 = C8H17 | 34, R1 = R2 = H, R3 = C8H17 | 55 |
| 7 | 28, R1 = R2 = H, R3 = C4H9 | 35, R1 = R2 = H, R3 = C4H9 | 71 |
| 8 | 29, R1 = 4-Me, R2 = R3 = H | 36, R1 = 2-Me, R2 = R3 = H | 38 |
Reactions were carried out neat (i.e. without added solvent).