Access to α-Functionalized Glycine Derivatives with Arylboronic Acid via Imino Amides

Abstract

An efficient approach was developed for the α-arylation of imino amides with arylboronic acids. Different substrates were examined for this arylation reaction. For the α-arylation of N-phenylimino amide, due to the electron-withdrawing properties of the phenyl group, the tautomerization between the amide and the iminol is more difficult. Thus, low reaction rate and low conversion were observed. This phenomenon supported our previously proposed mechanism for the arylation of α-amino acid derivatives. Meanwhile, this method provides an alternative approach for the synthesis of α-functionalized glycine derivatives.

Key words

α-functionalization - arylation - iminol - imino amide - glycine derivatives

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