National Institute of Technology Rourkela

राष्ट्रीय प्रौद्योगिकी संस्थान राउरकेला

ଜାତୀୟ ପ୍ରଯୁକ୍ତି ପ୍ରତିଷ୍ଠାନ ରାଉରକେଲା

An Institute of National Importance
NIT Rourkela Inside Page Banner

Syllabus

Course Details

Subject {L-T-P / C} : CY5101 : Methods in Organic Synthesis { 3-1-0 / 4}

Subject Nature : Theory

Coordinator : Niranjan Panda

Syllabus

Module 1 :

C-C bond forming reactions: Main Group Chemistry – Organometallic reagents in Organic synthesis: Principle, preparations, properties and applications of the following in organic synthesis with mechanistic details: Organozinc (Reformatsky Reaction), Organoaluminium, Organosilicon, Organocerium, Organoborane (Hydroboration of alkenes, Allyl boranes, CBS reaction), Organocadmium, Organomercury, Organotin (Reduction with tri n-Butyltinhydride) compounds. Transition–metal Chemistry: Organotitanium, Organochromium, Organoiron, Organocopper, Organopalladium compounds, Metal carbenes (Fischer Carbene, Schrock carbene and their application). Protecting groups: Protection of alcohols, 1,2-diols, 1,3-diols, thiols, carboxylic acids, carbonyl compounds, amines. Protection of carbon-carbon multiple bonds. Illustration of protection and deprotection in synthesis. The Disconnection Approach: One-group and two-group disconnections, control in carbonyl condensations, Umpolung, radical reactions in synthesis, use of acetylenes, ring annulation strategies. Cross-coupling C-C reactions involving boron, tin, silicon reagents and aryl/alkenyl/alkynyl and alky halides. Metathesis and Grubb’s Catalyst. Organocatalysis: Introduction to organo-catalyzed reactions, Classifications (HOMO, LUMO, SOMO catalysis), Enamine, Iminium, H-bonding catalysis and asymmetric organocatalysis (Michael, aldol, Mannich etc).

Course Objective

1 .

To equip students with the knowledge and skill to design a synthesis.

2 .

To gain knowledge of various reagents useful for the design of organic systems, taking into account, in particular, methods to achieve reaction selectivity and commercially available starting reactants.

3 .

To gain a thorough understanding of the mechanisms of various organic transformations towards the target molecule.

4 .

To know retrosynthetic analysis towards the synthesis of target molecules.

Course Outcome

1 .

1) This course enables exposure to the fundamentals of organic reactions.
2) Students should have an understanding of various synthetic methodologies employed in organic synthesis.
3) Students will be able to face the issue of planning a synthetic procedure for marketable organic compounds.
4) Students should be able to design and execute synthetic routes.
5) Students should be able to critically evaluate synthetic strategies and identify potential problems or limitations.

Essential Reading

1 .

Stuart Warren, Paul Wyatt, Organic Synthesis: The Disconnection Approach, Wiley , Second Edition

2 .

William Carruthers and Iain Coldham, Modern Methods of Organic Synthesis, Cambridge University Press , Fourth Edition

Supplementary Reading

1 .

Michael B. Smith, Organic Synthesis, McGraw Hill International Editions , Fourth Edition

2 .

V. K. Ahluwalia and R. K. Parashar, Organic Reaction Mechanisms, Narosa Publishing House , Fourth Edition