Syntheses of Dialkyl and Functionalized Ketones via 1-(Benzotriazol-1-yl)alkyl Methyl Thioethers
1998; American Chemical Society; Volume: 63; Issue: 7 Linguagem: Inglês
10.1021/jo971389k
ISSN1520-6904
AutoresAlan R. Katritzky, Daniela C. Oniciu, Ion Ghiviriga, Ferenc Sóti,
Tópico(s)Synthesis and biological activity
ResumoBenzotriazol-1-ylmethyl methyl thioether (1), after easy deprotonation by BuLi, reacted with alkyl halides to afford 1-(benzotriazol-1-yl)alkyl methyl thioethers 2 in good yields. The utility of compounds 2 as alkanoyl anion equivalents was demonstrated by the reactions of their anions with alkyl halides, aldehydes, ketones, esters, and phenyl isocyanate: the products were readily hydrolyzed to α-functionalized ketones in dilute aqueous acid.
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