Course Details
Subject {L-T-P / C} : CY4102 : Reagents and Rearrangements in Organic Synthesis { 3-1-0 / 4}
Subject Nature : Theory
Coordinator : Prof. Niranjan Panda
Syllabus
Reactive intermediates and name reactions: Generation, structure, stability and reactions involving the intermediates: Carbocation (Pinacol-Pinacolone Rearrangement, Wagner-Meerwein Rearrangement, Demjanov reaction, Favorski Rearrangement, Fries Rearrangement, Benzil-Benzilic Acid Rearrangement), carbanion (Alkylation, Aldol condensation (asymmetric reaction), Robbinson annulation, Claisen condensation, Dieckmann condensation Reaction, Perkin Reaction, Stobbe Condensation Reaction, Moritas-Baylis-Hilmann reaction, Bamford-Steven, Shapiro reaction), Free radicals (Allylic halogenations, acyloin condensation, McMurry coupling, Hunsdiecker reaction, Bouveault-Blanc reduction), carbenes (Wolff Rearrangement, Reimer-Tiemann), nitrenes (Hofmann, Beckmann, Curtius, Schmidt, Lossen Rearrangement), arynes, ylides (Wittig Reaction).
Oxidizing reagents: Chromium reagents, manganese reagents, Ruthenium tetroxide, TPAP, Lead tetraacetate, Osmium tetroxide, Hypervalent Iodine reagents [Dess-Martin periodinane (DMP), o-iodoxybenzoicacid (IBX)], Cerric ammonium nitrate, DDQ, Selenium dioxide, DMSO based oxidizing reagents, Aluminiumalkoxides (Oppenauer Oxidation), peroxyacids.
Reducing reagents: Heterogeneous Catalytic hydrogenationHomogeneous Catalytic hydrogenation (Wilkinson’s Catalyst), Dissolving metal reduction (Clemmesen Reduction Reaction, Birch Reduction)Reduction with hydride-transfer reagents (Aluminiumalkoxides, Lithium aluminium hydride, sodium borohydride, DIBAL-H, Tinhydrides, Silanes, diimide, Borane and derivatives.
Course Objectives
- To make the students familiar with the use of different reagents in organic transformations.
- To make the students understand how reactive intermediates are forming and what is their application
Course Outcomes
1)This course gives a detailed understanding of the reactivity and applications of important reagents used in organic synthesis. <br />2)It provides the knowledge about principles and mechanism of different kinds of rearrangement in organic chemistry.
Essential Reading
- J. Clayden, N. Greeves, and S. warren, Organic Chemistry, Oxford University Press , Second edition, 2012.
- R. K. Kar, Name Reactions and Rearrangements in Organic Chemistry, New India Book Agency
Supplementary Reading
- W. carruthers, I. Coldham, Modern methods of organic synthesis, Cambridge University press , Fourth edition, 2004.
- 4. A. R. Parikh, H. Parikh and K. Parikh, Name reactions in Organic Synthesis, Foundation Books