Use of acetate as a leaving group in palladium-catalyzed nucleophilic substitution of benzylic esters |
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| Authors: | Masashi Yokogi |
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| Institution: | Department of Chemistry, Graduate School of Sciences, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan |
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| Abstract: | The palladium complex prepared in situ from Pd(η3-C3H5)(cod)]BF4 and bidentate phosphine DPPF was a good catalyst for the nucleophilic substitution of benzyl acetate. Significant acceleration of the palladium-catalyzed substitution was observed when an alcohol was employed as a reaction solvent. The palladium catalyst was effective for the benzylation of various stabilized carbanions, amines, and benzenesulfinate with benzylic acetates. |
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| Keywords: | Palladium Homogeneous catalysis Nucleophilic substitution Benzyl acetate |
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