Organic letters

Primary alkylboronic acids as highly active catalysts for the dehydrative amide condensation of α-hydroxycarboxylic acids

R Yamashita, A Sakakura, K Ishihara

Index: Yamashita, Risa; Sakakura, Akira; Ishihara, Kazuaki Organic Letters, 2013 , vol. 15, # 14 p. 3654 - 3657

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Citation Number: 22

Abstract

Primary alkylboronic acids such as methylboronic acid and butylboronic acid are highly active catalysts for the dehydrative amide condensation of α-hydroxycarboxylic acids. The catalytic activities of these primary alkylboronic acids are much higher than those of the previously reported arylboronic acids. The present method was easily applied to a large- scale synthesis, and 14 g of an amide was obtained in a single reaction.