Nitrile N -Oxides and Nitrile Imines as New Fuels for the Discovery of Novel Isocyanide-Based Multicomponent Reactions

Mariateresa Giustiniano, Ettore Novellino, Gian Cesare Tron

Research output: Contribution to journalReview articlepeer-review

Abstract

With this short review we would like to describe our work on isocyanide-mediated multicomponent reactions using the 1,3-dipolar species nitrile N-oxides and nitrile imines as electrophilic inputs. Our goal is to show the potentiality of these transformations, elucidate the mechanisms of the reactions, demonstrate the versatility, and highlight the potentiality of this chemistry. 1 Introduction 2 (Z)-Chloroximes as Electrophilic Partners for Isocyanides 2.1 Precedents for the Reaction Between Nitrile N-Oxides and Isocyanides 2.2 Reaction between (Z)-Chloroximes, Isocyanides, and Carboxylic Acids (or Amines) 2.3 The Use of Other Nucleophiles as the Third Partner 2.4 General Mechanism 3 Nitrile Imines as Electrophilic Partners for Isocyanides 4 Conclusions and Future Outlook.

Original languageEnglish
Article numberss-2016-m0255-sr
Pages (from-to)2721-2731
Number of pages11
JournalSynthesis
Volume48
Issue number17
DOIs
Publication statusPublished - 1 Sept 2016

Keywords

  • Passerini reaction
  • chloroximes
  • cycloaddition reactions
  • isocyanides
  • multicomponent reactions
  • nitrile N -oxides
  • nitrile imines

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