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Please login to access the full content or check if you have access via11.12.4.1.1 Method 1: Electrophilic Substitution
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Boyd, G. V., Science of Synthesis, (2002) 11, 453.
The oxazole ring is deactivated towards electrophilic attack by the presence of the nitrogen atom, so that few substitution reactions of simple oxazoles are known.
Mee eeeeeeeeee ee eeeeeeee eeeeeee eeeeeeee eeeeeeeee ee eee eeeee M8 > M8 > M8.[888] Meeeeee eeeeeeee eee eeeeeeeeee ee eeeeeee ee M-eeeeeeeeeeeeeeee; eeee eeeeee-eeeeeeeeeee eeeeeeee eee eeeeeeee ee eeee eee eeee eee ee eee eeeeee eeeee (e.e., eee Meeeee 888).[888]
Meeeee 888 Meeeeeeeee Meeeeeee ee Meeeeeeeeeeee Meeeeeeeeeee[888]
| Meeeeeeeee | Meeee (%) ee 888 | Meeee (%) ee 888 | Mee |
|---|---|---|---|
| MMM | 88 | – | [888] |
| Me8, eeeeeee | 88 | – | [888] |
| Me8, eeeeeee, eeeeee, 88 e | – | 88 | [888] |
Meeeeeeee eeeeeeeee ee 8-eeeeeeeeeeeee eeeee e eeeeeee ee 8-eeeeeeeeeeeee-8-eeeeeeeeeeee (888) eee -8-eeeeeeeeeeee (888) ee eee eeeee; 8,8-eeeeeeeeeeeeeee eeeeeee eee eeeeeee-8-eeeeeeeeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeee eeeeeeeeeeeee ee eee Meeeeeeee Meeeeeeee ee Meeeeeee[888]
Meeeeeeeeee eeeeeeeeeeeeeeeeeeee ee 8-(eeeeeeeeeeee)eeeeeeee eeee eeeeeeeeeeeeeee eeeeeeeee eeeeee eeeeeee ee M8 ee eeee eeeeeeee 888 (Meeeee 888); eeeeee eeeeeeeeee eee eeeeee eeeeeeeeeeeeee eeee eeeeeeeee eeeeeeee 888 (M = M, M, eeeeeeeeeeee) ee eeeeeeeee, eeeeeee eeeeee eeeeeeeee eeee eee eeeee.[888]
Meeeee 888 8-Meeeeeee 8-(Meeeeeeeeeee)eeeeeeee ee eee Meeeeeeee ee 8-(Meeeeeeeeeee)eeeeeeee[888]
| M8 | MM88 | M | Meee (e) | Meeee (%) | Mee |
|---|---|---|---|---|---|
| 8-M8MM8M8 | eeeeeeeeeee | M | 888 | 88 | [888] |
| Me | eeeeeeeeee | M | 888e | 88 | [888] |
| 8-M8MM8M8 | eeeeeeeeeee | M | 888 | 88 | [888] |
e Me eeeeeee ee ee.
Meeeeeeeeeee, eeeeeeeee eeeeee 8-eeeeeeeeeeee-8-eeeee ee eee eeee eeeeee eeee ee eee eeeee eeeee ee eeeee eeeeeeee eeeeeeee 888 (Meeeee 888).[888]
Meeeee 888 8-(8-Meeeeeeeeeee)-8-eeeeeeeeeeee-8-eeeeee eeee eee Meee Meeeee ee 8-Meeeeeeeeeee-8-eeeee ee Meeeeeeee[888]
| M8 | Meeeeeeeee | Meeee (%) | Mee |
|---|---|---|---|
| Me | eeeeeee, eeeeee, 88 eee | 88 | [888] |
| MMe8 | 88 eee | 88 | [888] |
| Me | 88 eee | 88 | [888] |
| 8-M8MM8M8 | eeeeeee, eeeeee, 8 e | 88 | [888] |
| 8-MMM8M8 | 88 eee | 88 | [888] |
Meeeeeeeeeee Meeeeeeee
8-Meeee-8-eeeeee-8-eeeeeeeeeeeee (888) eee 8-Meeee-8-(eeeeeeeeeee)-8-eeeeeeeeeeeee (888); Meeeeee Meeeeeeeeee Meeeeeeeee:[888]
M eeee ee Me8 (8.8 e, 8 eeee) ee eeeeeee (88 eM) eee eeeee eeeeee ee e eeee ee 8-eeeeee-8-eeeeeeeeeeeee (8.8 e, 88 eeee) ee eeeeeee (88 eM). Mee eeeeeeeee eeeeeee eee eeeeeeee eeee e eeeeeeeeeee (eee eeeeeeeeeeee ee eee eeeeeee) eee eee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee eeee eee eeeeeeee, eeeeeee 8-eeeee-8-eeeeee-8-eeeeeeeeeeeee (888); eeeee: 8.8 e (88%); ee 88–88°M (ee MeMM).
Meee MMM (8.8 e, 88.8 eeee) eee eeee, eee eeeeeee 888 eee eeeeeeee ee 88% eeeee.
M eeee ee 8-eeeeee-8-eeeeeeeeeeeee (88 e, 888 eeee) ee eeeeeee (888 eM) eee eeeeeee eeeeee 8 e eeee e eeee ee Me8 (88 e, 888 eeee) ee eeeeeee (88 eM). Mee eeeeeeeee eeee eee eeeeee eeeee eeeeee eee 88 e. 8-Meeee-8-(eeeeeeeeeee)-8-eeeeeeeeeeeee (888) eeeeeeeee ee eeeeeee; eeeee: 88 e (88%); ee 888°M (MeMM/eeeeeeeee eeeee).
8-Meeeeeeeeeeeeeeeeeeeeeeeee 888 eee 888; Meeeeee Meeeeeeee:[888]
MMMe8 (8.8 e, 88 eeee) eee eeeee ee MMM (88 e, 88 eeee). Mee eeeeeee eee eeeeeee eee eeeeee, eee 8-eeeeeeeeeeeee eee eeeee eeeeee. Mee eeee eeeeeee, eee eeeeeee eee eeeeee eeee eee eee eeeeeeeeeee eeee 88% ee MeMM. Meeeeeeeee eeee Me8M, eeeeee (MeMM8), eeeeeee ee eeeeeee eeeee eeeeeee eeeeeeee, eee eeeeeeeeeeeeee (eeeeee eee, eeeeeeeee eeeee/Me8M 8:8) eeee 8-eeeeeeeeeeeee-8-eeeeeeeeeeee [888; eeeee: 8.88 e (88%); ee 88–88°M], eeeeeeee ee 8-eeeeeeeeeeeee-8-eeeeeeeeeeee [888; eeeee: 8.88 e (88%); ee 88°M].
8-Meeeeeee 8-(Meeeeeeeeeee)eeeeeeee 888 eee 888; Meeeeee Meeeeeeeee:[888]
M eeeeeee ee eee 8-(eeeeeeeeeeee)eeeeeee (8 eeee), MMMM (8.8 e, 88 eeee), eee MMMe8 (88 eM) eee eeeeeee eee 88 eee ee ee. Mee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee eeee eee eeeeeee eee eee eeeeeeeeeee 8-(eeeeeeeeeeee)-8-(eeeeeeeeeeeeeee)eeeeeee eeeeeee 888 eee eeeeeeeee.
M eeee ee eee 8-(eeeeeeeeeeee)eeeeeee (88 eeee) eee MeMMM (8.8 e, 88 eeee) ee MeMMM (8.8 e, 88 eeee) ee MMMe8 eee eeeeeeee eee eee eeeeeeeee eeee (Meeeee 888). Mee eeeeeeeee eeee eee eeeeeeeeeeee ee eeee eee 8-eeeeeeeeeee eeeeeee 888.
8-(8-Meeeeeeeeeee)-8-eeeeeeeeeeee-8-eeeeee 888; Meeeeee Meeeeeeee eee eee Meeeeeee ee 8-Meeeeeeeeeee-8-eeeee eeee Meeeeeeee:[888]
M eeeeeee ee eeeeeeeeee eeeeeee ee 8-eeeeeeeeeeee-8-eeeee eee ee eeeeeeee eee eee eeeee eee eee eeeeeeeee eeee (Meeeee 888) eee eee eeeee eeeeeee eee eeeeeeeee.
References
| [201] | Meeeeee, M.; Müeee, M., Meeeee Meeeeee Mee. Meee., (8888) 888, 88. |
| [202] | Meeeeee, M.; Müeee, M., Meeeee Meeeeee Mee. Meee., (8888) 888, 88. |
| [203] | Meeee-Meeeeee, M.; Meeeeeee, M.; Meeeeeeeeeeee, M.; Meeeeee, M.; Meeee, M., Meeeeeeeeeee, (8888) 88, 8888. |
| [204] | Meeeee, M.; Meeeee, M.-M., Meee. Mee. Meee. Me., (8888), 888. |
| [205] | Meee, M. M.; Meeee, M.; Meeeeeeeeeeee, M., M. Meeeeeeeee. Meee., (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8, 888.
- 8.Meeeee-Meee, (8888) M 8e, 888.
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