Isolated Pyranones

Isolated Pyranones

Multifaceted Building Blocks for Molecular Diversity

1st Edition - April 27, 2022

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  • Authors: Vishnu Ji Ram, Atul Goel, Ramendra Pratap
  • Paperback ISBN: 9780128212165
  • eBook ISBN: 9780128232125

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Description

Isolated Pyranones: Multifaceted Building Blocks for Molecular Diversity covers the latest findings on synthesis and chemical reactivity of highly functionalized pyran-2-ones and pyran-4-ones, their reduced analogs and compounds derived from them through chemical reactions, and their applications in drug discovery and material sciences. It covers the mechanisms of the reaction and step by step formation of final products. Numerous pyranones from natural and synthetic origins, as well as their derived products, have shown diverse pharmacological activities and some are in clinical use. The applications of these compounds are not limited to drug development and imaging agents, and they are also used in material science as organic semiconductors, liquid crystals, organic light emitting diodes (OLEDs), organic catalysts, solid state lasers, photovoltaic and photoconductive devices. The book is ideal for organic, bioorganic, physical, material and natural product chemists working to generate diverse molecular entities through ring transformation reactions of pyranones, and those working in material science to generate new chemical entities.

Key Features

  • Includes various synthetic methodologies for generating molecular diversity
  • Covers the applications of functionalized pyranones as substrates for generating new molecular entities such as arenes, heteroarenes, oligoarenes, spiroarenes, and condensed-oligoarenes through base-induced ring transformation, substitution-cyclization and cycloaddition reactions
  • Discusses numerous compounds derived from pyranones that are useful as organic semiconductors, liquid crystals, organic catalysts, organic light emitting diodes (OLEDs), solid state lasers, photovoltaic and photoconductive devices

Readership

Synthetic organic chemists, bioorganic chemists, and medicinal chemists Pharmacologists, material scientists

Table of Contents

  • Cover image
  • Title page
  • Table of Contents
  • Copyright
  • Preface
  • Chapter 1. Introduction
  • Abstract
  • References
  • Chapter 2. Characteristics of pyranones
  • Abstract
  • References
  • Chapter 3. Chemistry of isolated 2-pyranones
  • Abstract
  • Subchapter 3.1. 2H-Pyran-2-one
  • 3.1.1 Introduction
  • 3.1.2 Characteristics of 2-pyranones
  • 3.1.3 Synthesis of 2H-pyran-2-ones
  • 3.1.4 Reactivity of 2H-pyran-2-ones
  • 3.1.5 Electrophilic addition and substitution reaction
  • 3.1.6 C-Nucleophile-induced ring transformations
  • 3.1.7 Synthesis of 1,2-diaryl-, 1,2,3-triaryl-, 1,2,4-triaryl-, and 1,2,3,4-tetraarylbenzenes
  • 3.1.8 Synthesis of fused compounds
  • 3.1.9 Synthesis of functionalized benzaldehyde and 2-tetralones
  • 3.1.10 Synthesis of metallocenes
  • 3.1.11 Nitrogen nucleophile-induced reactions
  • 3.1.12 Reaction with ammonia source, hydrazine, hydroxylamines, and different amines
  • 3.1.13 Reaction with guanidines
  • 3.1.14 Reaction with amidines
  • 3.1.15 Reaction with benzamides
  • 3.1.16 Reaction with oxoketene cyclic aminals
  • 3.1.17 S-nucleophile-induced ring transformation reactions
  • 3.1.18 Miscellaneous reactions
  • 3.1.19 Reduction
  • 3.1.20 Photochemical reactions
  • 3.1.21 Cycloaddition reactions
  • 3.1.22 Miscellaneous reaction
  • 3.1.23 Conclusion
  • Subchapter 3.2. Dihydro 2H-pyran-2-ones
  • 3.2.1 3,4-Dihydro-2H-pyran-2-one
  • 3.2.2 Chemical reactivity
  • 3.2.3 Synthetic methodologies
  • 3.2.4 Physical and chemical characteristics
  • 3.2.5 Chemical reactivity
  • 3.2.6 3,6-Dihydro-2H-pyran-2-ones
  • 3.2.7 Synthesis of 3,6-dihydro-2H-pyran-2-ones
  • 3.2.8 Chemical reactivity
  • 3.2.9 Tetrahydro-2H-pyran-2-ones
  • 3.2.10 Chemical characteristics
  • Subchapter 3.3. Natural isolated pyranones and their medicinal significance
  • 3.3.1 Bufadienolides
  • 3.3.2 Styryl-2-pyranones
  • 3.3.3 4-Hydroxy-2-pyranones
  • 3.3.4 6-Alkyl/alkenyl/aryl-2-pyranones
  • 3.3.5 Neoaureothin, aureothin, luteoreticulin, orinocin
  • 3.3.6 Citreoviridin and derivatives
  • 3.3.7 Asteltoxin and citreomontanin
  • 3.3.8 Wailupemycins and mutacins
  • 3.3.9 Stizolobic acid and stizolobinic acid
  • Chapter 4. Chemistry of 2H-pyran-3 (6H)-one and dihydro-2H-pyran-3 (4H)-one
  • Abstract
  • 4.1 Chemistry of 2H-pyran-3(6H)-one (2,6-dihydopyran-3-one)
  • 4.2 Chemistry of dihydro-2H-pyran-3(4H)-one (Tetrahydropyran-3-one)
  • References
  • Chapter 5. Chemistry of isolated 4-pyranones
  • Abstract
  • 5.1 4H-Pyran-4-one (γ-pyranone)
  • 5.2 Biologically active natural products with 4-pyrone moiety
  • 5.3 Chemical reactivity
  • 5.4 2,3-Dihydro-4H-pyran-4-one (2,3-dihydro-4-pyranone)
  • 5.5 4H-Tetrahydropyran-4-one(tetrahydropyran-4-one)
  • References
  • Chapter 6. Medicinal significance of natural and synthetic pyranones
  • Abstract
  • 6.1 Antimicrobial activity
  • 6.2 Cardiovascular disorders
  • 6.3 Antioxidant activity
  • 6.4 Anti-osteoporosis agents
  • 6.5 Antitubercular agent
  • 6.6 Antidiabetic agents
  • 6.7 Pyranone derived fluorescent probes for biomedical applications
  • References
  • Chapter 7. Application of pyranones in material sciences
  • Abstract
  • 7.1 Pyranone-derived π-conjugated systems
  • References
  • Chapter 8. Conclusion
  • Abstract
  • Abbreviations
  • Index

Product details

  • No. of pages: 276
  • Language: English
  • Copyright: © Elsevier 2022
  • Published: April 27, 2022
  • Imprint: Elsevier
  • Paperback ISBN: 9780128212165
  • eBook ISBN: 9780128232125

About the Authors

Vishnu Ji Ram

Further to his superannuation as Dy. Director for the Central Drug Research Institute, Lucknow, UP, India, a world class, premier research Institute for drug development, Prof Ram became Emeritus professor and served various academic institutions for 10 years. Besides research experience, he has also earned 18 years of experience teaching heterocyclic chemistry to graduate and post-graduate classes. He has 256 publications to his name, including several review articles published in top chemistry journals. He is also recipient of prestigious fellowships from JSPS, Japan, Alexander von Humboldt (AvH), Germany and NIH, USA.

Affiliations and Expertise

Emeritus Professor, Lucknow University; former Deputy Director for the Central Drug Research Institute, Lucknow, India

Atul Goel

Ramendra Pratap

Dr Pratap has 6 years experience of teaching heterocyclic chemistry and mechanistic investigation approach, Stereochemistry and Spectroscopy to graduate and post graduate students. He has also lot of research experience in India and abroad and is recipient of the Alexander von Humboldt Fellowship, Germany. He has numerous publications to his credit in various reputed journals of high impact factor. At present, his research is focused on the design and synthesis of various heterocyclic systems.

Affiliations and Expertise

Assistant Professor, Department of Chemistry, Delhi University, India

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