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Synthesis of biologically active heterocyclic compounds from allenic and acetylenic nitriles and related compounds

  • Marthe Carine Djuidje Fotsing , Dieudonné Njamen , Zacharias Tanee Fomum and Derek Tantoh Ndinteh EMAIL logo
Published/Copyright: June 16, 2021
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Physical Sciences Reviews
From the journal Physical Sciences Reviews Volume 8 Issue 8

Abstract

Cyclic and polycyclic compounds containing moieties such as imidazole, pyrazole, isoxazole, thiazoline, oxazine, indole, benzothiazole and benzoxazole benzimidazole are prized molecules because of the various pharmaceutical properties that they display. This led Prof. Landor and co-workers to engage in the synthesis of several of them such as alkylimidazolenes, oxazolines, thiazolines, pyrimidopyrimidines, pyridylpyrazoles, benzoxazines, quinolines, pyrimidobenzimidazoles and pyrimidobenzothiazolones. This review covers the synthesis of biologically active heterocyclic compounds by the Michael addition and the double Michael addition of various amines and diamines on allenic nitriles, acetylenic nitriles, hydroxyacetylenic nitriles, acetylenic acids and acetylenic aldehydes. The heterocycles were obtained in one step reaction and in most cases, did not give side products. A brief discussion on the biological activities of some heterocycles is also provided.

Keywords: acetylenic nitriles; allenic nitriles; biological activity; heterocycles; Michael addition
Corresponding author: Derek Tantoh Ndinteh, Department of Chemical Sciences, University of Johannesburg, Doornfontein Campus, P.O. BOX 17011, Johannesburg, 2028, South Africa, E-mail:
In memory of Prof. Zacharias Tanee Fomum (June 20, 1945–March 14, 2009)

Funding source: National Research Foundation

Award Identifier / Grant number: 116740

Acknowledgments

The authors are grateful to the Department of Chemical Sciences of the University of Johannesburg. They are further grateful to the National Research Foundation of South Africa (NRF) for financial support to Marthe C. D. Fotsing (through grant No. 116740).

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: This work was supported by the National Research Foundation of South Africa (NRF) (through grant No. 116740).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

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Published Online: 2021-06-16

© 2021 Walter de Gruyter GmbH, Berlin/Boston

Articles in the same Issue

  1. Frontmatter
  2. Reviews
  3. Influence of lime (CaO) on low temperature leaching of some types of bauxite from Guinea
  4. Ethnobotanical survey, phytoconstituents and antibacterial investigation of Rapanea melanophloeos (L.) Mez. bark, fruit and leaf extracts
  5. Catalytic properties of supramolecular polymetallated porphyrins
  6. Lignin-based polymers
  7. Bio-based polyhydroxyalkanoates blends and composites
  8. Biodegradable poly(butylene adipate-co-terephthalate) (PBAT)
  9. Repurposing tires – alternate energy source?
  10. Theoretical investigation of the stability, reactivity, and the interaction of methyl-substituted peridinium-based ionic liquids
  11. Polymeric membranes for biomedical applications
  12. Design of locally sourced activated charcoal filter from maize cob for wastewater decontamination: an approach to fight waste with waste
  13. Synthesis of biologically active heterocyclic compounds from allenic and acetylenic nitriles and related compounds
  14. Magnetic measurement methods to probe nanoparticle–matrix interactions
  15. Health and exposure risk assessment of heavy metals in rainwater samples from selected locations in Rivers State, Nigeria
  16. Evaluation of raw, treated and effluent water quality from selected water treatment plants: a case study of Lagos Water Corporation
  17. A chemoinformatic analysis of atoms, scaffolds and functional groups in natural products
  18. Hemicyanine dyes
  19. Thermodynamics of the micellization of quaternary based cationic surfactants in triethanolamine-water media: a conductometry study
  20. Compounds isolated from hexane fraction of Alternanthera brasiliensis show synergistic activity against methicillin resistant Staphylococcus aureus
  21. Internal structures and mechanical properties of magnetic gels and suspensions
  22. SPIONs and magnetic hybrid materials: Synthesis, toxicology and biomedical applications
  23. Magnetic field controlled behavior of magnetic gels studied using particle-based simulations
  24. The microstructure of magnetorheological materials characterized by means of computed X-ray microtomography
  25. Core-modified porphyrins: novel building blocks in chemistry
  26. Anticancer potential of indole derivatives: an update
  27. Novel drug design and bioinformatics: an introduction
  28. Multi-objective optimization of CCUS supply chains for European countries with higher carbon dioxide emissions
  29. Exergy analysis of an atmospheric residue desulphurization hydrotreating process for a crude oil refinery
  30. Development in nanomembrane-based filtration of emerging contaminants
  31. Supply chain optimization framework for CO2 capture, utilization, and storage in Germany
  32. Naturally occurring heterocyclic anticancer compounds
  33. Part-II- in silico drug design: application and success
  34. Advances in biopolymer composites and biomaterials for the removal of emerging contaminants
  35. Nanobiocatalysts and photocatalyst in dye degradation
  36. 3D tumor model – a platform for anticancer drug development
  37. Hydrogen production via water splitting over graphitic carbon nitride (g-C3N4 )-based photocatalysis
https://doi.org/10.1515/psr-2020-0210
Keywords for this article
acetylenic nitriles; allenic nitriles; biological activity; heterocycles; Michael addition

Articles in the same Issue

  1. Frontmatter
  2. Reviews
  3. Influence of lime (CaO) on low temperature leaching of some types of bauxite from Guinea
  4. Ethnobotanical survey, phytoconstituents and antibacterial investigation of Rapanea melanophloeos (L.) Mez. bark, fruit and leaf extracts
  5. Catalytic properties of supramolecular polymetallated porphyrins
  6. Lignin-based polymers
  7. Bio-based polyhydroxyalkanoates blends and composites
  8. Biodegradable poly(butylene adipate-co-terephthalate) (PBAT)
  9. Repurposing tires – alternate energy source?
  10. Theoretical investigation of the stability, reactivity, and the interaction of methyl-substituted peridinium-based ionic liquids
  11. Polymeric membranes for biomedical applications
  12. Design of locally sourced activated charcoal filter from maize cob for wastewater decontamination: an approach to fight waste with waste
  13. Synthesis of biologically active heterocyclic compounds from allenic and acetylenic nitriles and related compounds
  14. Magnetic measurement methods to probe nanoparticle–matrix interactions
  15. Health and exposure risk assessment of heavy metals in rainwater samples from selected locations in Rivers State, Nigeria
  16. Evaluation of raw, treated and effluent water quality from selected water treatment plants: a case study of Lagos Water Corporation
  17. A chemoinformatic analysis of atoms, scaffolds and functional groups in natural products
  18. Hemicyanine dyes
  19. Thermodynamics of the micellization of quaternary based cationic surfactants in triethanolamine-water media: a conductometry study
  20. Compounds isolated from hexane fraction of Alternanthera brasiliensis show synergistic activity against methicillin resistant Staphylococcus aureus
  21. Internal structures and mechanical properties of magnetic gels and suspensions
  22. SPIONs and magnetic hybrid materials: Synthesis, toxicology and biomedical applications
  23. Magnetic field controlled behavior of magnetic gels studied using particle-based simulations
  24. The microstructure of magnetorheological materials characterized by means of computed X-ray microtomography
  25. Core-modified porphyrins: novel building blocks in chemistry
  26. Anticancer potential of indole derivatives: an update
  27. Novel drug design and bioinformatics: an introduction
  28. Multi-objective optimization of CCUS supply chains for European countries with higher carbon dioxide emissions
  29. Exergy analysis of an atmospheric residue desulphurization hydrotreating process for a crude oil refinery
  30. Development in nanomembrane-based filtration of emerging contaminants
  31. Supply chain optimization framework for CO2 capture, utilization, and storage in Germany
  32. Naturally occurring heterocyclic anticancer compounds
  33. Part-II- in silico drug design: application and success
  34. Advances in biopolymer composites and biomaterials for the removal of emerging contaminants
  35. Nanobiocatalysts and photocatalyst in dye degradation
  36. 3D tumor model – a platform for anticancer drug development
  37. Hydrogen production via water splitting over graphitic carbon nitride (g-C3N4 )-based photocatalysis
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