N-Acyl-Glutarimides: Privileged Scaffolds in Amide N–C Bond Cross-Coupling

Guangrong Meng, Michal Szostak

Research output: Contribution to journalReview articlepeer-review

91 Scopus citations

Abstract

In this Microreview, we describe the recent exciting developments in the burgeoning area of amide N–C cross-coupling enabled by amide bond twist of N-acyl-glutarimides. Since the initial reports in 2015, these amides have been demonstrated to be by far the most reactive amide derivatives in the biologically-relevant manifold of N–C activation/cross-coupling, thus stimulating the development of more than 10 previously unknown catalytic modes of reactivity of the amide bond. The capacity of N-acyl-glutarimides as privileged scaffolds to expedite acyl and decarbonylative cross-couplings by amide N–C cleavage is discussed.

Original languageEnglish (US)
Pages (from-to)2352-2365
Number of pages14
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number20
DOIs
StatePublished - Jun 7 2018

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Keywords

  • Amides
  • Cross-coupling
  • Decarbonylative coupling
  • N–C activation
  • Twisted amides

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