14. Heterocycles with More than Two Heteroatoms: Higher Azoles (5-Membered) and Higher Azines (6-Membered)

  1. John A. Joule1 and
  2. Keith Mills2

Published Online: 6 AUG 2012

DOI: 10.1002/9781118380208.ch14

Heterocyclic Chemistry at a Glance, Second Edition

Heterocyclic Chemistry at a Glance, Second Edition

How to Cite

Joule, J. A. and Mills, K. (2012) Heterocycles with More than Two Heteroatoms: Higher Azoles (5-Membered) and Higher Azines (6-Membered), in Heterocyclic Chemistry at a Glance, Second Edition, John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/9781118380208.ch14

Author Information

  1. 1

    The School of Chemistry, The University of Manchester, UK

  2. 2

    Independent Consultant, UK

Publication History

  1. Published Online: 6 AUG 2012
  2. Published Print: 4 SEP 2012

ISBN Information

Print ISBN: 9780470971222

Online ISBN: 9781118380208

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Keywords:

  • heterocycles and heteroatoms, higher azoles/azines;
  • higher azoles, containing nitrogen;
  • electrophilic substitution at carbon;
  • triazoles/tetrazole and electrophilic substitution;
  • nucleophilic substitution at carbon;
  • N-alkylation, reactions of NH triazoles/tetrazoles;
  • C-metallation;
  • triazole ring synthesis, as ‘Click reaction’;
  • nucleophilic substitution at carbon;
  • higher azines

Summary

This chapter contains sections titled:

  • Higher Azoles

  • Introduction

  • Higher azoles containing nitrogen as the only ring heteroatom: triazoles, tetrazole and pentazole

  • Benzotriazole

  • Higher azoles also containing ring sulfur or oxygen: oxa- and thiadiazoles

  • Higher azines

  • Exercises