Chemistry of 2-Oxoaldehydes and 2-Oxoacids

Chemistry of 2-Oxoaldehydes and 2-Oxoacids

1st Edition - September 28, 2021

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  • Authors: Atul Kumar, Javeed Rasool, Qazi Ahmed
  • Paperback ISBN: 9780128242858
  • eBook ISBN: 9780128242865

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Description

Chemistry of 2-Oxoaldehydes and 2-Oxoacids offers complete coverage on 2-oxoaldehydes and 2-oxoacid, which to date have not been covered in a comprehensive manner. Novel reactions related to 2-oxoaldehydes and 2-oxoacids on keto and aldehydic groups (both participating separately or in combination), decarboxylative reactions, spectral analysis and diverse applications are explored. The book is divided into two parts, with the first outlining methods for the preparation and physical properties of 2-Oxoaldehydes, along with the structure, spectral characteristics and reactivity of 2-Oxoaldehydes. The second part covers the preparation and physical properties of 2-Oxoacids and the synthesis of many related reactions. This book is essential reading for researchers working on these types of reactions in organic chemistry, medicinal chemistry, natural product chemistry and pharmaceutical chemistry.

Key Features

  • Covers various synthetic procedures for the synthesis of 2-Oxoaldehydes and 2-Oxoacids
  • Provides information about different types of reactions, such as C-H activation reactions, coupling reactions, decarboxylative reactions, and nucleophilic reactions for the synthesis of different biologically active compounds
  • Includes the use of 2-Oxoaldeehyde and 2-Oxoacid as the starting point for the synthesis of different synthons that can be used for various medicinally important compounds

Readership

Researchers working in organic synthesis. Researchers working in catalysis, synthesis of biological active compounds, natural product synthesis, carbohydrate chemistry

Table of Contents

  • Part A
    1 Synthesis and physical properties of 2-Oxoaldehydes and 2-Oxoacids.
    1.1 Introduction of 2-Oxoaldehydes.
    1.2 Methods of Preparation of 2-Oxoaldehydes.
    1.3 Physical properties and Thermal Stability of 2-Oxoaldehydes.
    1.4 Reactivity of 2-Oxoaldehydes.
    1.5 Introduction of 2-Oxoacids.
    1.6 Methods for preparation of 2-Oxoacids.
    1.7 Physical properties of 2-Oxoacids.
    1.8 Importance of 2-Oxoacids in Biology
    References.

    2 Structure and spectral characteristics of 2-Oxoaldehydes and 2-Oxoacids
    2.1 Reactivity comparison of 2-Oxoaldehydes with aldehydes
    2.2 Nature of the chemical bonds in 2-Oxoaldehydes
    2.3 Spectral characteristics
    2.3.1 Infrared spectra
    2.3.2 1H NMR spectra
    2.3.3 13C NMR spectra
    2.4 Reactivity comparison of 2-Oxoacids with acids.
    2.5 Nature of the chemical bonds in 2-Oxoacids
    2.6 Spectral characteristics
    2.6.1 Infrared spectra
    2.6.2 1H NMR spectra
    2.6.3 13C NMR spectra
    References.

    3 Applications of 2-Oxoaldehydes
    3.1 Reactions from Aldehyde group
    3.1.1 Synthesis of Aroylaziridines
    3.1.2 Synthesis of oxirane
    3.1.3 Synthesis of Ketoamide
    3.1.4 Synthesis of 2-Oxoacetamidine
    3.1.5 Synthesis of 1,2-disubstituted benzimidazoles
    3.1.6 Synthesis of imidazoles
    3.1.7 Synthesis of Lactones
    3.1.8 Synthesis of 3,1-Benzoxathiin-4-one
    3.1.9 Synthesis of Dihydrothiopyrans
    3.1.10 Synthesis of Benzoyltetrazole
    3.1.11 Synthesis of Tetrahydrofurans
    3.1.12 Synthesis of Tetrahydropyridines
    3.1.13 Others
    3.2 Reactions from Keto group
    3.2.1 Synthesis of α-Hydroxy Aldehydes.
    3.2.2 Synthesis of Cyclic Ketals
    3.3 Reactions from both Keto and Aldehyde group
    3.3.1 Synthesis of 6-Aminophenanthridines
    3.3.2 Synthesis of Triazinopurinedione
    3.3.3 Synthesis of Imidazotriazines
    3.3.4 Synthesis of Pyrrolidines
    3.3.5 Synthesis of pyrroles
    3.3.6 Synthesis of 4-Hydroxy-5-phenylpyrazoles
    3.3.7 Synthesis of Pyrazole and Pyridazinone
    3.3.8 Synthesis of Hydantoins and Thiohydantoins
    3.3.9 Synthesis of Imidazoles
    3.3.10 Synthesis of Imidazol-2-ones and Imidazolin-4-one
    3.3.11 Synthesis of Imidazothiazoles and Imidazopyridines
    3.3.12 Synthesis of Imidazopyridazines and Imidazopyrazinones
    3.3.13 Synthesis of 1,2,3-Triazoles and Tetrazoles
    3.3.14 Synthesis of furan
    3.3. 15 Synthesis of Tetrahydro- and Dihydrofurans
    3.3.16 Synthesis of formoins
    3.3.17 Synthesis of Benzofurans
    3.3.18 Synthesis of Furofuran
    3.3.19 Synthesis of Bis-dioxolane
    3.3.20 Synthesis of Isoxazoles
    3.3.21 Synthesis of Oxazolones
    3.3.22 Synthesis of Oxazole
    3.3.23 Synthesis of Thiazolidines and Thiazolines
    3.3.24 Synthesis of Dioxophospholanes
    3.3.25 Synthesis of Tetrahydroquinolines and Quinolines
    3.3.26 Synthesis of Pyridazines
    3.3.27 Others
    References.

    Part B
    4. Applications of 2-Oxoacids.
    4.1 Decarboxylative Reactions.
    4.1.1 Acylated Product synthesis
    4.1.2 Ketone Synthesis
    4.1.3 Thioester Synthesis
    4.1.4 α,β -Unsaturated Carbonyls Synthesis
    4.1.5 Ynones synthesis
    4.1.6 Amide synthesis
    4.1.7 Ester Synthesis
    4.1.8 N-aroylsulfoximine Synthesis
    4.2 Keto amide and Keto ester Synthesis
    4.3 Heterocyclic Compounds Synthesis
    4.4 Multicomponent Reactions
    4.5 Ynediones Synthesis.
    4.6 Aldehyde and Acid Synthesis.
    4.7 Reactions at Keto group
    4.8 Diketone Synthesis.
    4.9 Miscellaneous reactions
    References.

    5 Summary

Product details

  • No. of pages: 292
  • Language: English
  • Copyright: © Elsevier 2021
  • Published: September 28, 2021
  • Imprint: Elsevier
  • Paperback ISBN: 9780128242858
  • eBook ISBN: 9780128242865

About the Authors

Atul Kumar

Atul Kumar completed his BSc from G.G.M. Science College, Jammu, India, and his MSc from the University of Jammu, Jammu, India. After being awarded the CSIR-Junior Research Fellowship, he joined Dr. Qazi Naveed’s research group at the CSIR-Indian Institute of Integrative Medicine, Jammu. His doctoral work is mainly based on “α-Carbonyl Assisted Unconventional Applications of 2-Oxoaldehydes & 2-Oxoesters and Medicinal Chemistry around Ciprofloxacin.” He completed his PhD from the Academy of Scientific and Innovative Research (AcSIR), Delhi in 2019. He also worked as a postdoctoral fellow at Department of Chemistry and Chemical Sciences, Central University of Jammu from 2019 to 2021. At present, he is working as an Institutional Postdoctoral Fellow in the Department of Chemistry, Indian Institute of Technology, Bombay, India. His research interest are the total synthesis of natural products, biologically active scaffolds, and development of novel synthetic transformations.

Affiliations and Expertise

Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu, Jammu and Kashmir, India

Javeed Rasool

Mr. Javeed Rasool received his BSc (Honours) from Poona College, Pune, India, and his MSc with a specialization in organic chemistry from the University of Pune, Pune, India. He was involved in undergraduate teaching courses for two years and he had previously he developed interest in organic chemistry research while completing his BEd. He joined the CSIR-Indian Institute of Integrative Medicine as a project assistant in 2016. After being awarded the CSIR-Junior Research Fellowship he worked in Dr. Qazi Naveed’s research group at CSIR- Indian Institute of Integrative Medicine, Jammu, and the doctoral programme in chemical sciences. His current research interests are focused on natural product and medicinal chemistry and development of novel methods in glycochemistry.

Affiliations and Expertise

Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu, Jammu and Kashmir, India

Qazi Ahmed

Qazi Naveed Ahmed obtained his PhD. from Kashmir University under the combined supervision of Dr. H. M. Sampath Kumar and Prof. M. A. Qureshi at the CSIR-Indian Institute of Integrative Medicine. His doctoral research was focused on the “Synthesis of Some Biologically Active Compounds and Development of New Synthetic Methodologies.” He completed his post-doctoral fellowship at the University of Paris Sud-XI, Parisa, France, under the CNRS program in the Glycochemistry Division under Prof. David Bonnaffe. In 2012, he obtained a scientific position in the CSIR-Indian Institute of Integrative Medicine Jammu as a Principal Scientist. His current research interests are medicinal chemistry for the development of novel anti-bacterial/anticancer agents, and development of new synthetic methodologies. Affiliations and Expertise

Affiliations and Expertise

Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine (CSIR), Jammu, Jammu and Kashmir, India

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