Coursebooks 2017-2018

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Frontiers in Organic Synthesis. Part II Synthesis of carbo- and hetero-cycles

CH-708

Lecturer(s) :

Hu Xile
Waser Jérôme

Language:

English

Frequency

Every 3 years

Remarque

Next time: Spring 2019

Summary

See content

Content

Following topics will be in the focus of the course:

' Synthesis and chemistry of indole and pyrrole derivatives

' Synthesis and chemistry of 6-membered ring heterocycles: pyridine, pyrimidine, pyrazine, piperidine, pyran,

' Synthesis and chemistry of 5-membered ring heterocycles: furan, thiophene, pyrrolidine, imidazole, pyrazole, triazole, thiazole, oxazole,tetrahydrofurn, pyrrolidine,

' Synthesis and chemistry of oxiranes, aziridines, oxetanes, azetidines, b-lactames and lac-tones

' Polycyclic heteroaromatic compounds: benzofuran, purine, quinoline, isoquinoline, quina-zoline, carbazole, (General Concept of the Lecture Series: A thorough knowledge and understanding of chemical transformations is essential for the synthetic chemist. In this course series, the student will become familiar with the recent methodological developments in organic chemistry. With the tools of modern chemistry, they will be able to design new efficient, economical and environ-mentally friendly reactions and synthesis. Every student will be assigned a specific topic of research. He will be expected to make a thorough literature research on his subject, including pioneering works, state of the art and most recent developments. He will present his results in to the class and the instructor and organize a short exercise session on the topic for the class.) Part II: Synthesis of Carbo- and Hetero- Cycles: In this part of the lecture, the students will learn methods to synthesize cyclic compounds efficiently. These skills are primordial for the pharmaceutical industry, as cyclic structures are ubiquitous in biologically active compounds. When familiar with the classical ways as well as the new development in this field, the student will be able to design the synthesis of structural diverse (hetero)-cyclic compounds to access deversity-oriented libraries.

' Diels-Alder and hetero-diels-alder reactions

' [3+2] cycloadditions: Huisgen Cycloaddition, Click-Chemistry and others

' Cyclization reactions for the synthesis of polycyclic compounds

Note

Next session Spring 2018 (spread dates)

oral exam based on the exercise sessions following the talk

Keywords

Heterocyclic Compounds, Medicinal Chemistry, Cyclization and Cycloaddition Reactions, Polycyclic Structur

Learning Prerequisites

Required courses

Master EPFL or Equivalen