An improved synthesis of α,β-unsaturated enal or enone dimethylhydrazones.

Autor:	Koldobskii, A. B., Druzina, A. A., Shilova, O. S.
Předmět:	QUATERNARY ammonium compounds METHYL iodide CARBONYL compounds AQUEOUS solutions METHYLATION
Zdroj:	Russian Chemical Bulletin; Oct2024, Vol. 73 Issue 10, p3094-3098, 5p
Abstrakt:	Dimethylhydrazones of β-dimethylaminomethyl-substituted carbonyl compounds treated with methyl iodide underwent chemoselective methylation at the trialkylamino group. Subsequent treatment of the resulting iodomethylates with bases yielded dimethylhydrazones of α,β-unsaturated enals or enones in high yields. For unsaturated hydrazones, which were stable to bases, the optimal cleaving agent was an aqueous solution of KOH; if labile trimethylsilyl groups were present in the substrate, the best results were obtained with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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