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Schnürch, M.; Hämmerle, J.; Stanetty, P., Science of Synthesis Knowledge Updates, (2010) 1, 169.
Upon reaction of 2-aminophenols 31 with acyl chlorides and subsequent distillation[4] at high temperatures (in high-boiling solvents such as xylene,[88] N,N-dimethylaniline,[89] or pyridine[90]) the corresponding 2-alkyl- or 2-arylbenzoxazoles 32 are obtained (Scheme 25). In a two-step process, oxazolo[4,5-b]pyridines are prepared from 3-aminopyridin-2-one via acylation with acid chlorides and subsequent cyclization of the intermediate carboxamide with phosphoryl chloride.[69]
Meeeee 88 Meeeeeeeeeee eeee 8-Meeeeeeeeeee eee Meee Meeeeeeee[88-88]
| M8 | M8 | M8 | M8 | M8 | Meeeeeeeee | Meeee (%) | ee ( °M) | Mee |
|---|---|---|---|---|---|---|---|---|
| M | M | M | M | 8-eeeeeeeee | MeMMe8, eeeeee, 88 eee | 88 | 888 | [88] |
| M | M | M | M | Me | eeeeee, 888 °M, 88 e | 88 | 888.8–888.8 | [88] |
| M | M | M | M | 8,8-e-Me8-8-MMM8M8 | 8. eeeeeeee, 888 °M 8. eeee, 888 °M |
88 | 888–888 | [88] |
| M | Me | M | M | 8,8-e-Me8-8-MMM8M8 | 8. eeeeeeee, 888 °M 8. eeee, 888 °M |
88 | 888–888 | [88] |
| M | MM8 | M | M | 8,8-e-Me8-8-MMM8M8 | 8. eeeeeeee, 888 °M 8. eeee, 888 °M |
88 | 888–888 | [88] |
| M | Me | M | M | 8,8-e-Me8-8-MMM8M8 | 8. eeeeeeee, 888 °M 8. eeee, 888 °M |
88 | 888–888 | [88] |
| M | M | Me | M | 8,8-e-Me8-8-MMM8M8 | 8. eeeeeeee, 888 °M 8. eeee, 888 °M |
88 | 888–888 | [88] |
| M | M | MMe | M | 8,8-e-Me8-8-MMM8M8 | 8. eeeeeeee, 888 °M 8. eeee, 888 °M |
88 | 888–888 | [88] |
Me eeeeee 8-eeeee-8-eeeeeeeeeeeeeee (88) ee eeeeeee eeee eeee eeeeeeeee ee eee eeeeeeee ee eeeeeeeeeeeee ee eeeeeeeee eeeeee, eee eeeeeeeeeeeee eeeeee eee eeeeeeeee eeeeeeee; eeeeeee, eeee eeeeeeee ee eeeeeeeeee 8-eeeeeeeeeeeeeeee eeeeeeeeeee ee eee eeeeeeeeeeeee 8-eeeeeeeeeee eeeeee eeeeeeeeeee-8-eeeeeeeeeeee 88 eeeeee (Meeeee 88).[88]
Meeeee 88 Meeeeeeeeeee eeee Meeeee 8-Meeee-8-eeeeeeeeeeeeeee eee Meee Meeeeeeee[88]
| M8 | Meeee (%) | ee ( °M) | Mee |
|---|---|---|---|
| Me | 88 | 88–88 | [88] |
| e-Me | 88 | 88–88 | [88] |
| 8-MeMM8M8 | 88 | 88–88 | [88] |
| 8-eeeee | 88 | 888–888 | [88] |
| 8-eeeeeee | 88 | 888–888 | [88] |
References
| [4] | Meeeeeeee, M., Mee. Meeee. Meee. Mee., (8888) 8, 8888. |
| [58] | Meeeeeeee, M. M.; Meeeeee, M. M., M. Meeeeeeeee. Meee., (8888) 88, 888. |
| [69] | Meeee, M. M.; Meeeeeeee, M. M.; Meeeee, M.; Meeee, M.; Meee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [88] | Meeeeeee, M. M.; Meeeeeeeee, M. M.; Meeeeeeeeeee, M.; Meeee, M. M., M. Meee. Mee. M, (8888), 888. |
| [89] | Meeee, M.; Meeee, M. M.; Meeeee, M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
| [90] | Meeeeee, M.; Mee, M.; Meeee, M.; Mee, M.; Meee, M., Meee. Meeee. Meee., (8888) 88, 8888. |
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