1445920-01-3Relevant articles and documents
The use of 2-hydroxymethyl benzoic acid as an effective water surrogate in the Passerini reaction: A straightforward access to α-hydroxyamides
Serafini, Marta,Griglio, Alessia,Oberto, Elena,Pirali, Tracey,Tron, Gian Cesare
, p. 4786 - 4789 (2017)
Dozens of strategies have been described for the synthesis of α-hydroxyamides over the years, but they share common drawbacks in terms of generality and tolerability, especially to acid labile functionalities. Here we report a truncated Passerini reaction suitable for the easy and mild preparation of functionalized α-hydroxyamides. In particular, this procedure is tolerant to acid sensitive protecting groups, which remain intact during the multicomponent reaction.
Primary alkylboronic acids as highly active catalysts for the dehydrative amide condensation of α-hydroxycarboxylic acids
Yamashita, Risa,Sakakura, Akira,Ishihara, Kazuaki
supporting information, p. 3654 - 3657 (2013/08/23)
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.
