Organic Synthesis
Code
10704
Academic unit
Faculdade de Ciências e Tecnologia
Department
Departamento de Química
Credits
6.0
Teacher in charge
Ana Maria Félix Trindade Lobo, Paula Cristina de Sério Branco
Weekly hours
4
Total hours
63
Teaching language
Português
Objectives
It is intended that the student develops the capacity to plan strategies for the efficient synthesis of simple organic molecules, being able to compare them from an overall yield and strategic point of view.
Prerequisites
Basic knowledge in organic chemistry. Stereochemistry. Functional group recognition and chemistry.
Subject matter
Chemical synthesis objectives and practical importance.
General concepts involved in a chemical synthesis. Synthetic strategy. Linear synthesis and convergent synthesis. Synthetic yield. Economy of atoms.
Retrosynthetic analysis: general concepts of retrosynthesis. Disconnection, synthon, equivalent synthon, control synthon, functional group interconvertion, ‘umpolung’. Disconnection of one or more functional groups.
Retrosynthesis and synthesis of alicyclic compounds containing heteroatoms (N, S, O).
Methods for the obtention of compounds bearing 3- and 4-membered rings.
Brief mention to the synthesis of heterocycles.
The problem of waste. Emergence of concepts of ‘green’ chemistry. the 12 principles of green Chemistry/Synthesis. The problem of raw materials. The economic importance of recycling.
Bibliography
1. Química Orgânica, Volume 2, Pedro Paulo Santos, IST Press, Lisboa, 2013, capítulos 15 & 17. A book of general organic chemistry well adapted to the syllabus of this course.
2. S. Warren, Organic Synthesis - The disconnection Approach. Wiley 1982.
3. J. Clayden, N. Greeves, S. Warren and P. Wothers, Organic Chemistry. Oxford University Press, 2001.
4. P. Wyatt, S. Warren, Organic Synthesis - Strategy and Control. Wiley, 2007.
5. S. Prabhakar (ed.), Organic Synthetic Methodology, Edinova, Lisboa, 2000.