The use of 2-hydroxymethyl benzoic acid as an effective water surrogate in the Passerini reaction: A straightforward access to α-hydroxyamides

Marta Serafini, Alessia Griglio, Elena Oberto, Tracey Pirali, Gian Cesare Tron

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish
Pages (from-to)4786-4789
Number of pages4
JournalTetrahedron Letters
Volume58
Issue number51
DOIs
Publication statusPublished - 20 Dec 2017

Keywords

  • 2-Hydroxymethyl benzoic acid
  • Isocyanides
  • Multicomponent reactions
  • Truncated Passerini reaction
  • α-Hydroxyamides

Fingerprint

Dive into the research topics of 'The use of 2-hydroxymethyl benzoic acid as an effective water surrogate in the Passerini reaction: A straightforward access to α-hydroxyamides'. Together they form a unique fingerprint.

Cite this