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α-Heteroarylation of Esters, Lactones, Amides, and Lactams by Nucleophilic Aromatic Substitution

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journal contribution
posted on 30.03.2006, 00:00 by Hong C. Shen, Fa-Xiang Ding, Steven L. Colletti
A mild and efficient α-heteroarylation of simple esters and amides was developed via nucleophilic aromatic substitution. The choice of NaHMDS in toluene gave the best results. A tandem α-heteroarylation and hydroxylation protocol using air as the oxidant afforded tertiary alcohols in good yields.