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New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations

  • Book
  • © 2017

Overview

  • Nominated by Chinese Academy of Sciences as an outstanding PhD thesis
  • Provides new methodologies of N-heterocyclic carbene catalysis
  • Describes in detail the annulation reactions of nitroalkenes, enals and a,ß-unsaturated carboxylic acids
  • Includes supplementary material: sn.pub/extras

Part of the book series: Springer Theses (Springer Theses)

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Table of contents (5 chapters)

Keywords

About this book

This thesis focuses on NHC-catalyzed annulation of nitroalkenes, enals and α,β-unsaturated carboxylic acids. (1) NHCs were found to be efficient catalysts for the [4+2] annulation of β-substituted nitroalkenes. The scope of Rauhut–Currier reaction was successfully extended to the most challenging β-substituted alkenes by this method; (2) Enals were successfully used for [4+2] annulations with azodicarboxylates catalyzed by NHC via γ-addition. Highly enantiopure tetrahydropyridazinones and γ-amino acid derivatives could be easily prepared by subsequent transformations of the resulting dihydropyridazinones. (4) The readily available α,β-unsaturated carboxylic acids were first successfully employed to generate the α,β-unsaturated acyl azolium intermediates by using NHC for the enantioselective [3+2] and [3+3] annulations.

Authors and Affiliations

  • Institute of Chemistry, Chinese Academy of Sciences Institute of Chemistry, Beijing, China

    Xiangyu Chen

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