Table 2.
Cyclization of 2a–e using 2 equiv. of BBr3
| S. No. | Substitutions
|
3 (%)a | ||||
|---|---|---|---|---|---|---|
| Entry | R1 | R2 | R3 | R4 | ||
| 1 | 2a | H | OMe | H | OMe | 3a (91) |
| 2 | 2b | H | OMe | OMe | H | 3b (72) |
| 3 | 2c | OMe | OMe | H | H | 3c (37) |
| 4 | 2d | H | OMe | OMe | OMe | 3d (42) |
| 5 | 2e | H | OMe | H | H | 3e (81) |
| 6 | 2f | H | –OCH2O– | H | —b | |
| 7 | 2g | H | H | H | H | N.R.c |
Isolated yield.
Only demethylenated product was obtained.
No reaction.