Advances in Heterocyclic Chemistry

Heterocyclic Chemistry in the 21st Century: A Tribute to Alan Katritzky

1st Edition, Volume 119 - May 23, 2016
Editors: Eric F.V. Scriven, Christopher A. Ramsden
Language: English
Hardback ISBN:
9 7 8 - 0 - 1 2 - 8 0 4 6 9 5 - 1
eBook ISBN:
9 7 8 - 0 - 1 2 - 8 0 4 8 4 5 - 0

Heterocyclic Chemistry in the 21st Century: A Tribute to Alan Katritzky, the latest volume in the Advances in Heterocyclic Chemistry series, is the definitive resource in the… Read more

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Heterocyclic Chemistry in the 21st Century: A Tribute to Alan Katritzky, the latest volume in the Advances in Heterocyclic Chemistry series, is the definitive resource in the field—one of great importance to organic chemists, polymer chemists, and many biological scientists. Because biology and organic chemistry increasingly intersect, the associated nomenclature is also being used more frequently in explanations.

Written by established authorities in the field from around the world, this comprehensive review combines descriptive synthetic chemistry and mechanistic insights to yield an understanding of how chemistry drives the preparation and useful properties of heterocyclic compounds.

Chapter One. The Benzotriazole Story

1. 1H-Benzotriazole as a Synthetic Tool
2. 1H-Benzotriazole in the Synthesis of Heterocycles
3. Acylation, Aroylation, and Heteroaroylation by Bt Technology
4. Alkylations, Heteroalkylations, and Bt-Stabilized Carbanions
5. Rearrangements of Benzotriazole Derivatives
6. Benzotriazole in the Synthesis of Peptides and Isopeptides
7. Benzotriazole in the Synthesis of Amino Acid/Peptide Bioconjugates
8. Native Chemical Ligation Using Benzotriazole Chemistry
9. Benzotriazole in the Synthesis of Cyclic Peptides and Cyclic Peptidomimetics
10. Benzotriazole in the Synthesis of Peptidomimetics
11. Conclusion

Chapter Two. Flow Synthesis of Heterocycles

1. Introduction
2. Current Challenges
3. Developing Fields
4. Telescoping
5. Conclusion

Chapter Three. Hypervalent Heterocycles

1. Introduction
2. General Overview of Hypervalent Compounds
3. Hypervalent Heterocyclic Compounds of Group 13 Elements
4. Hypervalent Heterocyclic Compounds of Group 14 Elements
5. Hypervalent Heterocyclic Compounds of Group 15 Elements
6. Hypervalent Heterocyclic Compounds of Group 16 Elements
7. Hypervalent Heterocyclic Compounds of Group 17 Elements

Chapter Four. Natural Products Containing Nitrogen Heterocycles—Some Highlights 1990–2015

1. Introduction
2. Isolation, Structure Determination, and Biosynthesis
3. Structures
4. Syntheses
5. Summary

Chapter Five. Natural Products Containing Oxygen Heterocycles—Synthetic Advances Between 1990 and 2015

1. Introduction
2. Formation of a CO Bond
3. Formation of a C–C Bond
4. Conclusion

Chapter Six. N-Heterocyclic Carbenes

1. Introduction
2. From History to Modern Syntheses of N-Heterocyclic Carbenes
3. Selected Examples of N-Heterocyclic Carbenes and Relatives
4. Conclusions

Chapter Seven. Stable N- and N/S-Rich Heterocyclic Radicals: Synthesis and Applications

1. Introduction
2. Synthesis and Chemistry of Nitrogen-Based Heterocyclic Radicals
3. Applications
4. Concluding Remarks

Chapter Eight. New Developments in Heterocyclic Tautomerism: Desmotropes, Carbenes and Betaines

1. Introduction: Desmotropes, Tautomers, and Polymorphs
2. Techniques Used for Desmotropy Studies
3. Examples of Desmotropy
4. Desmotropy of Pharmaceutically Important Compounds
5. Tautomerism of Carbenes and Betaines

Chapter Nine. Recent Advances of 1,3-Dipolar Cycloaddition Chemistry for Alkaloid Synthesis

1. Introduction
2. Carbonyl Ylides
3. Mesoionic Systems
4. Azides
5. Azomethine Ylides
6. Azomethine Imines
7. Nitrones
8. Nitrile Oxides
9. Asymmetric Reactions of 1,3-Dipoles
10. Concluding Remarks

Eric F.V. Scriven

Eric Scriven was educated in the UK and appointed lecturer in organic chemistry at the University of Salford in 1971. He joined Reilly Industries in 1979, and was Head of Research & Development 1991-2003. He is now Publishing Editor of Arkivoc and is based at the Department of Chemistry, University of Florida in Gainesville. His research interests are in heterocyclic chemistry, especially pyridines. He has over 100 publications and patents in heterocyclic chemistry. He has also published and consulted in the field of technology management. He was a founding editor (with Hans Suschitzky) of Progress in Heterocyclic Chemistry now in its 25th year. He has collaborated with Alan Katritzky and others as an Editor-in-Chief of Comprehensive Heterocyclic Chemistry 2nd and 3rd editions. He has edited two other works, Azides and Nitrenes (1984), and Pyridines (2013).

Affiliations and expertise

Publishing Editor of Arkivoc, Department of Chemistry, University of Florida, Gainesville, USA

Christopher A. Ramsden

Chris Ramsden was born in Manchester, UK in 1946. He is a graduate of Sheffield University and received his PhD in 1970 for a thesis entitled ‘Meso-ionic Compounds’ (W. D. Ollis) and a DSc in 1990. Subsequently he was a Robert A. Welch Postdoctoral Fellow at the University of Texas (with M. J. S. Dewar)(1971-3), working on the development and application of semi-empirical MO methods, and an ICI Postdoctoral Fellow at the University of East Anglia (with A. R. Katritzky)(1973-6), working on the synthesis of novel heterocycles. In 1976 he moved to the pharmaceutical industry and was Head of Medicinal Chemistry (1986-1992) at Rhone-Poulenc, London. He moved to Keele University as Professor of Organic Chemistry in 1992, where he is now Emeritus Professor. His research interests include the structure and preparation of novel heterocycles, three-centre bonding in the context of the chemistry of betaines and hypervalent species, and the properties of the enzyme tyrosinase and related ortho-quinone chemistry. He was an Editor-in-Chief of ‘Comprehensive Heterocyclic Chemistry III’ and a co-author of ‘The Handbook of Heterocyclic Chemistry, 3rd Edn, 2010.

Affiliations and expertise

Professor of Organic Chemistry, Keele University, Staffordshire, UK