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Please login to access the full content or check if you have access via27.21.1.3 Method 3: Diazo Compounds by Oxidation of Oximes (Forster Reaction)
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Heydt, H., Science of Synthesis, (2004) 27, 857.
Condensation of oximes with chloroamines (Forster reaction)[168] is a simple method for the synthesis of diazo compounds, especially α-diazocarbonyl compounds.[169,170] The reaction is important for the conversion of α-methylene ketones 31 into α-diazo ketones 34 (Scheme 15). The mechanism of the condensation of the oxime 32 with chloroamine provides the cation 33 as a logical intermediate.[171] The method has been extensively utilized in the synthesis of α-diazo ketones of the indane and steroid series. Examples are given in Table 6.
Meeeee 88 α-Meeee Meeeeee ee eee Meeeeee Meeeeeee[888]
Meeee 8 Meeeee Meeee Meeeeeeee Meeeeeeeeee ee eee Meeeeee Meeeeeee[888,888,888–888]
| α-Meeee Meeeee | Meeee (%) | Mee |
|---|---|---|
 |
88 | [888] |
| |
88 | [888] |
| |
88 | [888,888] |
| |
88 | [888] |
References
| [168] | Meeeeee, M. M., M. Meee. Mee., (8888) 888, 888. |
| [169] | Meeeee, M.; Meeeee, M.; Meee, M., Meee. Mee., (8888) 88, 888. |
| [170] | Meeeee, M.; Meee, M.; Meeeeeeee, M.-M., Meee. Mee., (8888) 88, 8888. |
| [171] | Meeeeeee, M.; Meeeeee, M. M.; Meeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [172] | Meeeee, M. M.; Meee, M.; Meeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
| [173] | Meeeeeee, M.; Meeeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 888. |
| [174] | Meee, M. M.; Meeee, M., M. Me. Meee. Mee., (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88M/8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 8888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
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