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Please login to access the full content or check if you have access via43.8.2.1.5.7 Variation 7: Carbenoid Rearrangement of 5-Methyltetrazoles
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DOI:
10.1055/sos-SD-043-00415
Krueger, A., Science of Synthesis, (2008) 43, 492.
5-Methyltetrazoles 70 can fragment in aromatic solvents or without a solvent to yield alkynes (Scheme 30). Aryl substituents with high migratory ability especially favor the reaction. Temperatures in the range of 150–200°C are necessary for the fragmentation to take place.[110] As a leaving group, halogen, azide, amine, or hydroxy can be chosen.
Meeeee 88 Meeeeeeee ee Meeeeee ee Meeeeeeeeeeee ee 8-Meeeeeeeeeeeeeee[888]
| M8 | M8 | M | Meeeeee | Meee (°M) | Meeee (%) | Mee |
|---|---|---|---|---|---|---|
| M | M | Me | – | 888 | 88 | [888] |
| M | Me | Me | eeeeeeeeee | 888 | 88 | [888] |
| M | 8-MeMM8M8 | MM | eeeeeeeeee | 888 | 88 | [888] |
| Me | Me | M8 | e-eeeeee | 888 | 88 | [888] |
| Me | Me | MM8 | e-eeeeee | 888 | 88 | [888] |
| Me | Me | MM | MeMM | 888 | 88 | [888] |
References
| [110] | Meeeeeeee, M.; Meeeee, M., Meeeeeeeeee Meee., (8888), 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8e, 888.
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