The Birch reduction-dialkylation reaction. Scope and limitations |
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| Authors: | Ricardo Castanedo |
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| Institution: | Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México D.F., Mexico |
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| Abstract: | The Birch reduction-dialkylation reaction has been studied with different aromatic carboxylic acids and primary and secondary bromides. From these results it can be concluded that it is a reasonably general reaction. However, we found important exceptions with the primary bromides: allyl bromide, β-phenethyl bromide, and 5-bromo-2-methyl-2-pentene. The unusual behavior of allyl bromide is briefly discussed. |
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| Keywords: | Birch reduction Dialkylation Primary and secondary alkyl bromides Substituted benzoic acids |
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