Ultrasound in organic synthesis 10 selective ortho-lithiation of the bouveault reaction intermediate
β Scribed by J. Einhorn; J.L. Luche
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 215 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The Bouveault reaction intermediate prepared under sonochemical conditions eat;lly undergoes orthodirected lithiation. The use of tetrahydropyran as a solvent dramatlcdlly ~11creases the rates and yields of metallation which can be accomplished with an in situ generated alkyl-lithium.
π SIMILAR VOLUMES
The Use of K-10/Ultrasound in the Selective Synthesis of Unsymmetrical Ξ²-Enamino Ketones. -Dispersing 1,3-diketones (I), (IV), or (VI) and amines (II) on montmorillonite K-10 and subsequent controlled mild ultrasound irradiation results in highly selective formation of unsymmetrical Ξ²-enamino keton
The deprotonation of the 4H-imidazoles 1 by lithium hydride Alkylation, as well as acylation, of 2 leads to the exocyclic substituted derivatives 3 and 5. The NMR spectra of 3 and 5 yields the lithiated derivatives 2 which contain a stable delocalized anion. Surprisingly, the X-ray crystal structure