Syntheses of dialkyl and functionalized ketones via 1-(benzotriazol-1-yl) alkyl methyl thioethers

AR Katritzky, DC Oniciu, I Ghiviriga…

文献索引：Katritzky, Alan R.; Oniciu, Daniela C.; Ghiviriga, Ion; Soti, Ferenc Journal of Organic Chemistry, 1998 , vol. 63, # 7 p. 2110 - 2115

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被引用次数: 62

摘要

Benzotriazol-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.