Università degli Studi di Urbino Carlo Bo / Portale Web di Ateneo


A.Y. Credits
2020/2021 10
Lecturer Email Office hours for students
Giovanni Piersanti Any time but with an email.
Teaching in foreign languages
Course with optional materials in a foreign language English
This course is entirely taught in Italian. Study materials can be provided in the foreign language and the final exam can be taken in the foreign language.

Assigned to the Degree Course

Pharmaceutical Chemistry and Technology (LM-13)
Date Time Classroom / Location
Date Time Classroom / Location

Learning Objectives

This course focuses on organic reactions, reaction mechanisms, and the strategic applications of reactions in organic synthesis.Topics include stereochemistry, stereoselectivity, oxidations and reductions, olefinations, cuprateconjugate additions, transition-metal catalyzed cross couplingsand related reactions, cycloadditions, electrocyclizations, sigmatropic rearrangements, enolate chemistry, aldol additions and related reactions, as well as organocatalysis. The material will be illustrated by numerous applications in multistep chemical synthesis, many of which are drawn from the research. Based on this course, students should be able to read the modern literature, develop independent research proposals in organic chemistry, and succeed in graduate school as well as in industrial setting.

This course is intended for any chemist who requires knowledge of the most recent methods in organic synthesis. The course materials also cover the strategies by which syntheses of organic compounds are designed and are continuously updated from the current literature right up to the time of each presentation of the course. The vast majority of the materials are from the 1970′s supplemented with some older references provided for the purpose of placing the most modern methods in a proper historical perspective.


1. Heterocycles (1 week)
Nomenclature of heterocyclic compounds. Pyrrole, Furan, Thiophene, Indole, Benzofuran and Benzotiophene, physicochemical properties, synthesis and reactivity. Pyridine, Quinoline and Isoquinoline: physico-chemical properties, synthesis and reactivity. Diazynes: Pirimidine, Pirazine, Piridazine. physico-chemical properties, synthesis and reactivity.
2. Biological Chemistry (1 Week)
Lipids, Carbohydrates, Amino Acids, Peptides and Proteins, Nucleic Acids.
3. Chirality and Sterechemistry (1 week)
Short overview of basic concepts (Organic Chemistry I) - Enantiomers, Diastereomers, Epimers Meso Compounds and Prochirality. Atropoisomers -
Prochirality - Stereospecific and stereoselective reactions.
4. Modern Organic Reactions (8 weeks)
Oxidation, Reduction, Redox Neutral reactions, Cerbenes and Nitrenes, Advanced functional group tranformations, Peryciclic reactions, Organometallics, Protecting groups
5. Synthesis and Key Concepts in Stereoselective Synthesis (1 weeks)

Bridging Courses

Successfully passed the general chemistry exam.

Learning Achievements (Dublin Descriptors)

At the end of this activity, students should be able to:
1) thoroughly know the structure-property relationships of the main families of organic compounds;
2) familiar with the principles that drive the organic reactions and allow the rational interpretation of reaction mechanism;
3) know the chemical-physical properties of polyfunctional organic molecules to become familiar with the compounds often used in laboratory;
4) learn about the centrality of organic chemistry at the interface with biochemistry and pharmaceutical chemistry;
5) know the main databases of chemical interest and the higher organic chemistry electronic journals.

At the end of this activity, students should be able to:
1) describe reaction mechanisms in multifunctional organic molecules;
2) classify organic transformations on the basis of the interactions between the different functional groups present in an organic molecule;
3) describe the design of organic transformations necessary to prepare simple organic compounds;
4) describe the most functional recognition reactions of the main functional groups;
5) describe the qualitative and quantitative aspects that allow to correctly predict the experimental results.

At the end of this activity, students should be able to:
1) acquire the basic principles of organic synthesis for the development of simple synthetic sequences of polyfunctional organic compounds;
2) ability to apply the acquired knowledge and understanding of reaction mechanisms to solve organic chemistry problems;
3) propose modern synthetic strategies with particular attention to the protection-deprotection of functional groups;
4) comparing the spettroscopic data to determine the structures of unknown organic compounds;
5) ability to work in groups and to draw up a lab report.

After completing the courser, students will have to prove that they are able to clearly describe the use of various concepts learning during lessons.

At the end of the activity, students should be able to find and apply new information, than those provided in the training activity, to evaluate and compare.

Teaching Material

The teaching material prepared by the lecturer in addition to recommended textbooks (such as for instance slides, lecture notes, exercises, bibliography) and communications from the lecturer specific to the course can be found inside the Moodle platform › blended.uniurb.it

Supporting Activities

Lessons and exercise. Practical examples.

Didactics, Attendance, Course Books and Assessment


Frontal lesson e and youTube. https://www.youtube.com/user/pierorganic1


The attendance is NOT mandatory but strongly recommended.

Recommended to have the physic and organic chemistry fundamentals knowledge.

Course books

Organic Chemistry- Clayden, Greeves, Warren, Wothers - Second Edition, Ed. OXFORD
Modern Organic Synthesis- An Introduction Zweifel, NantzW.H. Freeman and Company
Strategic Applications of Named Reactions in Organic Synthesis - Laszlo Kurti, Barbara Czako. Elsevier


The final evaluation entail written with excercises to solve (up to 30) and oral examination (optional)

There are ongoing evaluations (generally three replacing the final written exam)

Additional Information for Non-Attending Students


Frontal lesson e and youTube. https://www.youtube.com/user/pierorganic1


The attendance is NOT mandatory but strongly reccomended.

Course books

Organic Chemistry- Clayden, Greeves, Warren, Wothers - Second Edition, Ed. OXFORD


The final evaluation entail written and oral examination (optional)


It is strongly reccommended to attend the class.

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