Magnesium Methyl Carbonate-Activated Alkylation of Methyl Ketones with an ω-Halo Nitrile, Esters, and Amides

ES Hand, SC Johnson, DC Baker

Index: Hand, Elli S.; Johnson, Stephen C.; Baker, David C. Journal of Organic Chemistry, 1997 , vol. 62, # 5 p. 1348 - 1355

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Citation Number: 17

Abstract

Terminally substituted, extended-chain derivatives of the 2-dibenzofuranyl methyl ketone 6 and its phenylethyl analogue 12 were readily obtained by converting the ketones to magnesium chelates of their β-carboxylated enolates with magnesium methyl carbonate (MMC, methyl methoxymagnesium carbonate, Stiles's reagent), followed by alkylation in situ with ω-halo compounds, X (CH2) n Y where X= Br and Y= CO2Me, CN, CONMe2, CON (i- ...