Palladium-catalyzed alpha-arylation of esters with chloroarenes |
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Authors: | Hama Takuo Hartwig John F |
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Institution: | Department of Chemistry, Yale University, New Haven, CT 06520-8107, USA. |
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Abstract: | Palladium-catalyzed alpha-arylations of esters with chloroarenes are reported. The reactions of chloroarenes with the sodium enolates of tert-butyl propionate and methyl isobutyrate occur in high yields with 0.2-1 mol % of {P(t-Bu)3]PdBr}2 or the combination of Pd(dba)2 and P(t-Bu)3 as catalyst. The reactions of chloroarenes with the Reformatsky reagent of tert-butyl acetate were most challenging but occurred in high yields for chlorobenzene and electron-poor chloroarenes catalyzed by 1 mol % of Pd(dba)2 and pentaphenylferrocenyl di-tert-butylphosphine (Q-phos). |
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