DEPARTMENT OF CHEMISTRY
INDIAN INSTITUTE OF TECHNOLOGY MADRAS

DEPARTMENT OF CHEMISTRY
INDIAN INSTITUTE OF TECHNOLOGY MADRAS

CY6023 : NEW METHODS AND STRATEGIES IN ORGANIC SYNTHESIS (DEPARTMENT ELECTIVE-II)

Course Objectives: To learn various organic reactions and reagents used in them as tools applied in the art of organic synthesis. To learn retrosynthetic approach towards organic synthesis.

Learning Outcomes: At the end of the course, the learners should be able to:

Use various reagents and organic reactions in organic synthesis

Use retrosynthetic method for the logical dissection of complex organic molecules and devise synthetic methods

Course Contents:

Chemo-, regio- and stereoselective functional groups interconversions; oxidation and reduction processes and their synthetic utility; metal-free oxidation (boron-, peroxide- sulfur-, iodine-based) and metal-based (Ru-, Cr-, Mn-, Os-, Pd-) reagents; transfer hydrogenation; enantioselective oxidation and reduction processes.

Strategic carbon-carbon and carbon-heteroatom bonds formation; carbon-carbon multiple bonds construction processes and corresponding named reactions; functional group transposition; conjunctive reagents; construction of cyclic frameworks; fused and spirocyclic systems.

Domino/Cascade reactions: principles and advantages; rationalization with examples of radical, anionic, cationic, and pericyclic domino/cascade processes.

Metal catalyzed/promoted and metal-free cross-coupling and annulation reactions: Pd-, Cu-, Ni-, Fe-, Co-, Ru-catalyzed reactions; concept of C–H bond activation/functionalization.

Strategic bond disconnection, disconnection approach towards small molecules and natural products; protection and deprotection of oxygen and nitrogen containing common functional groups; protecting group free organic synthesis.

Text Books:

  1. Carruthers, Modern Methods of Organic Synthesis, Cambridge University Press, 1996
  2. Kuerti and B. Czako, Strategic Applications of named Reactions in Organic Synthesis, Elsevier Academic Press, 2005
  3. A. Cary and R. I. Sundberg, Advanced Organic Chemistry, Part A and B, 5th Edition, Springer, 2009
  4. Clayden, N. Greeves, and S. Warren, Organic Chemistry, Oxford University Press, 2nd Edition, 2012
  5. F. Tietze, G. Brasche, and K. Gericke, Domino Reactions in Organic Synthesis, Wiley, 2006
  6. Roderick Bates, Organic Synthesis using Transition Metals, 2nd Edition, Wiley, 2012
  7. George S. Zweifel and Michael H. Nantz, Modern Organic Synthesis: An Introduction, W. H. Freeman Publisher, 2007.
  8. Warren, Organic Synthesis, The disconnection Approach, John Wiley & Sons, 2004.
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