Metalation of Diazines. Part 18. Use of Sulfur Derivatives as an ortho-Directing Group for the Metalation of Diazines. -The metalation of thioethers, methyl and phenyl sulfoxides and sulfones of pyridazine and pyrazine is performed. The ortho-directing effect of thioethers, sulfoxides, and sulfones
Use of sulfur derivatives as an ortho directing group for the metalation of diazines. Metalation of diazines. XVIII
✍ Scribed by Alain Turck; Nelly Plé; Paméla Pollet; Ljubica Mojovic; Jack Duflos; Guy Quéguiner
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 547 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The metalation of thioethers, methyl and phenyl sulfoxides and sulfones of pyrazine and pyridazine has been performed. Methyl sulfoxides and sulfones were first metalated on the methyl group. The ortho directing effect of thioethers, sulfoxides and sulfones have been compared with the methoxy group. The sulfoxides were shown to be very good ortho directing groups.
📜 SIMILAR VOLUMES
## Abstract The regioselectivity of the metalation of 2‐chloro‐6‐methoxypyrazine, 2‐fluoro‐6‐methoxypyrazine and 3‐fluoro‐6‐chloropyridazine was studied; the relative __ortho__‐directing power was F > OMe > Cl.