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Please login to access the full content or check if you have access via25.6.6.9 Method 9: Formylation with Triethyl Orthoformate
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Schall, A.; Reiser, O., Science of Synthesis, (2007) 25, 636.
In an analogous way to formylations with dichloromethyl methyl ether, as described in Section 25.6.6.8, orthoformates can also be successfully employed for the title transformation (Scheme 19, Table 15). Because the orthoformates are less reactive than dichloromethyl methyl ether, generally more electron-rich arenes are required as the substrate, and strong Lewis acids such as aluminum trichloride have to be employed. If electronically equivalent positions for the formylation are available, the sterically less-hindered product will be formed preferentially.[113]
Meeeee 88 Meeeeeeeeeeee ee Meeeeeeeeee Meeeee
Meeee 88 Meeeeeeeeee Meeee Meeeeeee Meeeeeeeeeee[888]
| Meeeeeeee | Meeeeee | Meeee (%) | Mee |
|---|---|---|---|
| 8-eeeeeeeeeeee | 8-eeeeeee-8-eeeeeeeeeeeeeeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeee | 8-eeeeeee-8,8-eeeeeeeeeeeeeeeeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeee | eeeeee-8,8-eeeeeeeeeeeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeee | 8-eeeeeee-8,8-eeeeeeeeeeeeeeeeeeee | 88 | [888] |
| 8-eeeeeeeee-8-eeeeeeeeeeee | 8-eeeeeee-8-eeeeeeeee-8-eeeeeeeeeeeeeeeeee | 88 | [888] |
| 8-eeeeeeee | 8-eeeeeeeeeeeeeeeeeeeeee | 88 | [888] |
| 8-eeeeeeee | 8-eeeeeee-8-eeeeeeeeeeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeeeee | 8,8-eeeeeeeeeeeeeeeeeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeeeee | 8,8-eeeeeeeeeeeeeeeeeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeeeee | 8,8-eeeeeeeee-8-eeeeeeeeeeeeeeeeee | 88 | [888] |
| 8,8,8-eeeeeeeeeeeeeeeee | 8,8,8-eeeeeeeeeeeeeeeeeeeeee | 88 | [888] |
| 8,8,8-eeeeeeeeeeeeeeeee | 8,8,8-eeeeeeeeeeeeeeeeeeeeee | 88 | [888] |
| 8,8,8-eeeeeeeeeeeeeeeee | 8,8,8-eeeeeeeeeeeeeeeeeeeeee | 88 | [888] |
References
| [113] | Meeee, M.; Meeeee, M.; Meeeeee, M., Meee. Mee., (8888) 88, 888. |
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- 8.Meeeee-Meee, (8888) M 8, 88.
- 8.Meeeee-Meee, (8888) M 8, 88.
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