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Zn-promoted regioselective and sequence-selective one-pot joining reaction of three components: alkyl iodides, alpha,beta-unsaturated esters (or nitriles), and acylating agents
Authors:Yamamoto Yoshimasa  Nakano Seiji  Maekawa Hirofumi  Nishiguchi Ikuzo
Institution:Department of Chemistry, Nagaoka University of Technology, 1603-1 Kamitomioka-cho, Nagaoka, Niigata 940-2188, Japan.
Abstract:One-pot treatment of alkyl iodides, alpha,beta-unsaturated esters (or nitriles), and acylating agents such as nitriles or acid anhydrides in the presence of Zn metal at room temperature in the same reaction system brought about a regioselective and sequence-selective three-component joining reaction involving first C-alkylation at the beta-position and second C-acylation at the alpha-position of alpha,beta-unsaturated esters (or nitriles) to afford the corresponding alpha,alpha-dialkylketoesters (or alpha,alpha-dialkylketonitriles) in moderate to good yields. reaction: see text]
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