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Ulrich, H., Science of Synthesis, (2004) 17, 102.
When phenoxazine (153) is reacted with butyllithium and carbon dioxide, a lithium N-carboxylate is obtained. This salt can be further lithiated at C1 with tert-butyllithium to give 285, which reacts with electrophiles to produce 1-substituted phenoxazines 286 in 60–85% yield (Scheme 90).[184]
Meeeee 88 Meeeeeeee ee 8-Meeeeeeeeee Meeeeeeeeeee[888]
| M+ | M | Meeee (%) ee 888 | Mee |
|---|---|---|---|
| MM8 | MM8M | 88 | [888] |
| MeM | Me | 88 | [888] |
| MeMM8Me | Me | 88 | [888] |
| MMMMMe8 | MMM | 88 | [888] |
| MMe8MMe8 | Me | 88 | [888] |
Meeeeee ee eee M88 eeeeeeee eeee ee eeee eeeeeeee ee eee eeeeeeeee ee eeeeeeeeeee (888) eeee eeeeee eeeee ee eeeeee eeeeeee, eee ee ee eeeee eeeeee ee eeee eeeee ee eee eeeeeeee eeeeeee 88-eeeeeeeeeee eeeeeeeeeeee 888 eee ee eeeeeeee ee 88–88% eeeeee (Meeeee 88).[888] Meeeeeeee ee eeeeee 88-eeeeeeeeeeeeeeee 888 ee eeee eeeeeeeee eeee eeee eeeeeee ee eee eeeeeeee ee eeeeeeeee eeeeeeeee eee e eeeeeeeee eeeeee ee eeeeee eeeeee ee 888°M eee eee eeee. Mee eeeeee eee 88–88% (Meeeee 88).[888]
Meeeee 88 M-Meeeeeeeee eee M-Meeeeeeee ee Meeeeeeeeee[888]
References
| [184] | Meeeeeeee, M. M.; Meeeeee ee Meeeee, M. M.; Meeeeeeee, M. M., Meeeeeeeeeee, (8888) 88, 8888. |
| [185] | Meeeee, M.; Meeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
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- 8.Meeeee-Meee, (8888) M 88e, 888.
- 8.Meeeee-Meee, (8888) M 8e, 888.
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