Synthesis of Aldehydes by Organocatalytic Formylation Reactions of Boronic Acids with Glyoxylic Acid

He Huang, Chenguang Yu, Xiangmin Li, Yongqiang Zhang, Yueteng Zhang, Xiaobei Chen, Patrick S. Mariano, Hexin Xie, Wei Wang

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

Reported herein is a conceptually novel organocatalytic strategy for the formylation of boronic acids. New reactivity is engineered into the α-amino-acid-forming Petasis reaction occurring between aryl boronic acids, amines, and glyoxylic acids to prepare aldehydes. The operational simplicity of the process and its ability to generate structurally diverse and valued aryl, heteroaryl, and α,β-unsaturated aldehydes containing a wide array of functional groups, demonstrates the practical utility of the new synthetic strategy.

Original languageEnglish (US)
Pages (from-to)8201-8205
Number of pages5
JournalAngewandte Chemie - International Edition
Volume56
Issue number28
DOIs
StatePublished - Jul 3 2017
Externally publishedYes

Keywords

  • arenes
  • boron
  • formylation
  • organocatalysis
  • synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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