Selected Chapters of Organic Chemistry   (249A2)

Academic year:

2024/2025.

Attendance requirements:

201A2 + 202A2

ECTS:

10

Study level:

Study programs:

Teachers:

Zorana B. Ferjančić, Ph.D.
associate professor, Faculty of Chemistry, Studentski trg 12-16, Beograd

Igor M. Opsenica, Ph.D.
full professor, Faculty of Chemistry, Studentski trg 12-16, Beograd

Assistant:

Andrea M. Nikolić, Ph.D.
assistant with PhD, Faculty of Chemistry, Studentski trg 12-16, Beograd

Hours of instruction:

Weekly: four hours of lectures + four hours of labwork (4+0+4)

Goals:

I. To introduce students to the fundamentals of retrosynthetic analysis of organic molecules; developing students’ ability to plan synthesis and apply familiar reactions in the syntheses of relatively simple target molecules.

II. To introduce students to the traditional and modern approaches in the field of the chemistry of heterocyclic compounds.

III. Introduction to medicinal chemistry and biological activity of some classes of heterocyclic compounds.

Outcome:

I. Ability to independently perform retrosynthetic analysis of some simple/moderately complex organic molecules.

II. Understanding structure, properties and reactivity of some classes of heterocyclic compounds.

III. Acquired knowledge of the properties which differentiate an interesting molecule from a drug.

Teaching methods:

I. Lectures.

II. Lectures and experimental exercises.

III. Lectures.

Extracurricular activities:

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Coursebooks:

1. Stuart Warren, Paul Wyatt: Organic Synthesis - The Disconnection Approach, 2^nd edition, John Wiley& Sons, 2008. ISBN 978-0470712368
2. I. Opsenica: Hemija heterocikličnih jedinjenja II, Univerzitet u Beogradu-Hemijski fakultet, 2021. ISBN: 978-86-7220-076-8
3. G. L. Patrick: An Introduction to Medicinal Chemistry, 5^th, Oxford University Press, 2013.

Additional material:

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Lectures:

10 points (4 hours a week)

Syllabus:

I. The elements of complexity of organic molecules. Basic concepts of retrosynthetic analysis: synthon, retron, transform. Synthonic approach. Systematic retrosynthetic analysis; different strategies of analysis. Transform-oriented strategies; types of transforms. The influence of functional groups, stereochemical elements, topology, symmetry of molecules and other structural elements on the course of retrosynthetic analysis. Selected examples of total syntheses.

II. Azoles: 1,2-azoles and 1,3-azoles. Benzo-1,2-azoles and benzo-1,3-azoles. Diazines: pyridazine, pyrimidine and pyrazine. Purines. Heterocyclic compounds with more than two heteroatoms. Methodological approach in the synthesis of biologically active heterocyclic compounds.

III. Biological activity. Importance and properties of a drug. Desirable properties of a drug candidate. The most important phases in drug discovery. ADMET, research and importance of a certain activity.

Labwork:

30 points (4 hours a week)

Syllabus:

II. Synthesis of various heterocyclic compounds. Microwave synthesis of selected heterocyclic compounds. Interpreting the results of in vitro biological testing. Definitions of the basic parameters of biological activity.

Oral exam:

60 points