Substrate scope for the synthesis of N-alkylated 2-amino benzo[d]oxazoles 5.
| |||||||
|---|---|---|---|---|---|---|---|
| Entry | R1 | (C6H5)R2 | Yielda | LRMSb | H-bond donor | H-bond acceptor | clog Pc |
| 5a | H | C6H5 | 94 | 253 | 1 | 4 | −0.39 |
| 5b | H | 4-(C6H5)OCH3 | 93 | 283 | 1 | 5 | −0.17 |
| 5c | H | 4-(C6H5)CI | 94 | 287 | 1 | 4 | 0.39 |
| 5d | H | 4-(C6H5)CF3 | 94 | 321 | 1 | 4 | 0.62 |
| 5e | H | 2,4-(C6H5)(F)2 | 92 | 289 | 1 | 4 | −0.45 |
| 5f | 5-CI | 4-(C6H5)OCH3 | 93 | 317 | 1 | 5 | 0.39 |
Isolated yields.
LRMS was recorded by using the GC-MS method.
clog P estimated by using by ChemBioOffice 2010.