CH 510 : Heterocyclic chemistry


  1. Introduction to heterocyclics and their importance.
  2. Nomenclature of ring systems: (a) Trivial System (b) Replacement system (c) Fusion system, (d)  Hantzsch-Widman nomenclature
  3. Structure, reactivity and synthesis of reduced three membered Heterocycles: (a) Oxirane: Sharpless method, Shi epoxidation, Jacobsen epoxidation, etc, (b) Thiirane (c) Aziridine.
  4. Structure, reactivity and synthesis of reduced four membered Heterocycles: (b) Oxetane (b) Thietane (c) Azetine
  5. Structure, reactivity and synthesis of reduced five membered Heterocycles: (a) Pyrrole: Paal Knorr, Hantzsch Methods, etc, (b)Thiophene: Paal Knorr, Hinsberg method, etc. (c) Furan: Paal Knorr, Fiest-Benary, Industrial Method, etc.; (d) Pyrazole, Imidazole, Oxazole, Thiazole, (e) Synthesis using modern methods
  6. Structure, reactivity and synthesis of reduced Six membered Heterocycles: (a) Pyridine: Synthesis, heterynes, pyridones, N-oxides
  7. Aromatic heterocyclics: a) Indole: Fischer indole synthesis, Bischler synthesis, Madelung synthesis,   Domino and cascade methods of indole synthesis, (b) Quinoline and Isoquinoline, (c) Coumarins and Chromones
  8. Polyhetero ring systems: Click chemistry in heterocycle synthesis
  9. Synthesis of selected heterocylic natural products
  10. Some modern methods of heterocycle synthesis with emphasis on organometallic reagents

Text References

  1. Topics in Heterocycles Chemistry. G. W. Gribble. Spinger-Verlag Berlin Heidelberg, 2010.
  2. Modern Heterocyclic Chemistry. 4 Volume Set. Julio Alvarez-Builla, Juan Jose Vaquero, José Barluenga. Wiley. 2011.
  3. L.A. Paquette, Principles of Modern Heterocyclic Chemistry, W.B. Benjamin, Inc., 1978.
  4. Handbook of Heterocyclic Chemistry. Alan R. Katritzky and A. F. Pozharskii, Elservier 2000.
  5. The Chemistry of Heterocycles. T. Eicher, S. Hauptmann, Wiley-VCH 2003
  6. R. K. Bansal, Heterocyclic Chemistry, Synthesis, Reactions and Mechanisms, Wiley Eastern Ltd., 1990.
  7. J.A.J. Joule and G.F. Smith, Heterocyclic Chemistry, ELBS, 2nd Ed., 1982.
  8. F.G. Riddell, The Conformational Analysis of Heterocyclic Compounds, Academic Press, 1980.
  9. B.M. Acheson, An Introduction to the Chemistry of Heterocyclic Compounds, Interscience, 2nd Ed., 1975.