Unit ORGANIC CHEMISTRY II
- Course
- Chemistry and technology of drugs
- Study-unit Code
- 65005311
- Location
- PERUGIA
- Curriculum
- In all curricula
- Teacher
- Andrea Temperini
- Teachers
-
- Andrea Temperini
- Hours
- 132 ore - Andrea Temperini
- CFU
- 11
- Course Regulation
- Coorte 2019
- Offered
- 2021/22
- Learning activities
- Base
- Area
- Discipline chimiche
- Academic discipline
- CHIM/06
- Type of study-unit
- Obbligatorio (Required)
- Type of learning activities
- Attività formativa monodisciplinare
- Language of instruction
- Italian
- Contents
- Carbohydrates. Structure and nomenclature. Chemistry of carbohydrates.Heterocyclic chemistry. Nomenclature. Systematic (Hantzsch-Widman) nomenclature. Aromatic and nonaromatic heterocycles. Symthesis of pyrrole, pyridine, quinoline, indole. Cyclization reactions and Cycloaddition reactions in ring synthesis.Concepts of Organic synthesis. Conformation and Stereochemistry. Methods of ring formations: Diels-Alder reaction; Annelation methods; Ring Closure Reactions; Ring Formation via Polyene Cyclization.Preparation of small rings. Synthetically useful rearrangements. Organometallic chemistry. Alkylation of Enolates and Other Carbon Nucleophiles. Hydration methods. Hydroxylation Methods. Reductions. Oxidation. Halogenation. Preparation of Alkenes. peptide synthesis. Some laboratory experiments to acquire the laboratory techniques and bibliography research.
- Reference texts
- Copies of slides on Unistudium Platform.Consultation texts:Advanced Organic Chemistry, 4th Ed., Part A and BFrancis A. Carey and Richard J. SundbergKluwer Academic / Plenum Publishers, New York March's Advanced Organic Chemistry, 6th Ed.Michael B. Smith and Jerry MarchJohn Wiley & Sons Inc., New York Organic Synthesis - Strategy and ControlP. Wyatt, S. WarrenJohn Wiley & Sons, Ltd, Chichester, England Basic Organic StereochemistryErnest L. Eliel, Samuel H. Wilen, Michael P. DoyleJohn Wiley & Sons Inc., New York Heterocyclic ChemistryT. L. GilchristLongman Scientific & Technical, Harlow (England) Strategic Applications of Named Reactions in Organic SynthesisL. Kurti, B. CzaboElsevier Academic Press Name Reactions (II Edition)A Collection of Detailed Reaction MechanismsJie Jack LiSpringer, Berlin
- Educational objectives
- The main aim of this teaching is to provide students with the bases needed to address the synthesis of a target molecule with moderate complexity. Main knowledge acquired will be:- understand the various possibilities for the functional group interchanges;- incorporate in the synthetic strategy the newest methodologies for transition metal-catalyzed reactions and synthesys of carbocycles and heterocycles;- evaluate the use of chiral induction towards stereoselective synthesis of compounds;- analysis of a molecular structure and critical evaluation of the solution founded for its synthesis;The main competence will be:- provide a reasoned synthesis of a molecular target based on existing synthetic knowledge;- discuss on the advantages and disadvantages of the use of different reagents in standard organic synthesis;- identify the concepts and principles of organic synthesis and evaluate new metodological trends for the efficient synthesis of bioactive molecules;
- Prerequisites
- In order to be able to understand and apply the majority of the chemical reactions described within the Course, it is necessary to have successfully passed the Organic Chemistry I exam. Moreover, due to the new topics introduced, knowledge of the principal organic reaction mechanisms represents a mandatory prerequisite for the student planning to follow this course with profit.
- Teaching methods
- The course is organized as follows:- lectures on all subjects of the course;- practical training at the organic synthesis laboratory. Students will be divided into couple and there will be seven tutorial concerning the basic techniques in the organic chemistry laboratory and some simple synthesis;
- Other information
- Attendance is mandatory
- Learning verification modality
- The exam consists on an oral test that consists on an interview of about 60 minutes long aiming to ascertain the knowledge level and the understanding capability acquired by the student on theoretical and methodological contents as indicated on the program. The oral exam will also test the student communication skills and his autonomy in the organization and exposure of the theoretical topics. Moreover, there is no exam for practical training at the organic synthesis laboratory but only e brief test concerning the practical skills acquired during the laboratory activity
- Extended program
- Carbohydrates. Structure and nomenclature. Chemistry of carbohydrates.Synthesis of Strychnine. Heterocyclic chemistry. Systematic Nomenclature. (Hantzsch-Widman). Aromatic and nonaromatic heterocycles. Symthesis of pyrrole, pyridine, quinoline, indole. Cyclization reactions and Cycloaddition reactions in ring synthesis.Concepts of Organic synthesis. Conformation and Stereochemistry. Methods of ring formations: Diels-Alder reaction; Annelation methods; Ring Closure Reactions; Cyclization.Preparation of small rings. Synthetically useful rearrangements. Organometallic chemistry of Li, Mg, Cu, Zn, Pd and Ni. Homo and heterocoupling. Alkylation of Enolates and Other Carbon Nucleophiles. Hydration methods. Hydroxylation Methods. Reductions. Oxidation. Halogenation. Preparation of Alkenes. peptide synthesis. For the laboratory it will be carried out various experiments to acquire the manual base and the various laboratory techniques and bibliography research.