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Regioselectivity in the addition of vinylmagnesium bromide to heteroarylic ketones: C-versus O-alkylation

…, R Stengel, R Abdayem, E Del Vecchio…

文献索引:Boga, Carla; Stengel, Rayk; Abdayem, Rodolphe; Del Vecchio, Erminia; Forlani, Luciano; Todesco, Paolo E. Journal of Organic Chemistry, 2004 , vol. 69, # 25 p. 8903 - 8909

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被引用次数: 21

摘要

The reactivity of heteroarylic ketones toward vinylmagnesium bromide (2) and the regiochemistry of the addition were investigated. The reactivity drastically increases when the carbonyl is conjugated with at least one aza group and the regiochemistry of the addition of the vinyl Grignard reagent depends on the carbonyl compound: in the series of di (heteroazolyl) ketones the O-alkylation product was observed as unique with di (1, 3- ...