Table 12.
Entry | R | 19 (equiv.) | TBAF (equiv.) | t/min | Yield (%) |
---|---|---|---|---|---|
1 | 4-C(O)Me | 0.3 | 2.0 | 10 | 88 |
2 | 4-COOEt | 0.3 | 2.0 | 10 | 85 |
3a | 4-COOEt | 0.3 | 2.0 | 60 | 83 |
4b | 4-OMe | 0.375 | 3.0 | 360 | 63 |
5 | 3-NO2 | 0.3 | 2.0 | 10 | 87 |
6 | 3-CH2OH | 0.3 | 2.0 | 480 | 59 |
7b | 2-OMe | 0.375 | 3.0 | c | 72 |
8 | 2-COOMe | 0.3 | 2.0 | 480 | 83 |
9 | d | 0.3 | 2.0 | 180 | 64 |
Pd(dba)2 (1 mol%) used.
Ph3As (10 mol%) added to the reaction.
24 h.
1-Iodonaphthalene.