Chemistry of Heterocyclic Compounds
A.Y. 2018/2019
Learning objectives
This course aims at providing the student with the knowledge on heterocyclic compounds, aromatic and non-aromatic, from three to seven-membered rings, by examining their properties and reactivity and by illustrating important methods for their synthesis.
A short introduction on general structure of heterocyclic compounds will be given at the beginning, together with a specific topic of nomenclature according with the IUPAC rules (Hantzsch-
Widman nomenclature and replacement nomenclature)
A short introduction on general structure of heterocyclic compounds will be given at the beginning, together with a specific topic of nomenclature according with the IUPAC rules (Hantzsch-
Widman nomenclature and replacement nomenclature)
Expected learning outcomes
Aromatic and nonaromatic heterocycles will be treated according to increasing ring size (three to seven-membered rings). For these heterocycles, structural, physical and spectroscopic features will be described, and important chemical properties, reactions and syntheses will be discussed. Synthesis is consequently approached as a retrosynthetic problem for each heterocycle, and is followed by selected derivatives, natural products, pharmaceuticals and other biologically active compounds of related structure type, and is concluded by aspects of the use in synthesis and in selected synthetic transformations.
Lesson period: Second semester
Assessment methods: Esame
Assessment result: voto verbalizzato in trentesimi
Single course
This course cannot be attended as a single course. Please check our list of single courses to find the ones available for enrolment.
Course syllabus and organization
Single session
Responsible
Lesson period
Second semester
Course syllabus
Goals
This course aims at providing the student with the knowledge on heterocyclic compounds, aromatic and non-aromatic, from three to seven-membered rings, by examining their properties and reactivity and by illustrating important methods for their synthesis.
A short introduction on general structure of heterocyclic compounds will be given at the beginning, together with a specific topic of nomenclature according with the IUPAC rules (Hantzsch-
Widman nomenclature and replacement nomenclature)
acquired skills
Aromatic and nonaromatic heterocycles will be treated according to increasing ring size (three to seven-membered rings). For these heterocycles, structural, physical and spectroscopic features will be described, and important chemical properties, reactions and syntheses will be discussed. Synthesis is consequently approached as a retrosynthetic problem for each heterocycle, and is followed by selected derivatives, natural products, pharmaceuticals and other biologically active compounds of related structure type, and is concluded by aspects of the use in synthesis and in selected synthetic transformations.
Course content
The description of each class of heterocyclic compounds will be organized in five issues:
1. Structure and properties
2. Reactivity
3. Synthetic strategies
4. Heterocyclic compounds in Nature, medicinal chemistry and materials science
5. Heterocyclic compounds in organic synthesis
The heterocycles will be considered are:
- Three membered rings: Oxirane, Thiirane, Aziridine
- Four membered rings: Oxetane, Thietane Azetidine
- Five membered rings: Furan, Benzofuran, Tetrahydrofuran, Thiophene, Benzothiophene, Pyrrole, Indole, Pyrrolidine, 1,2-Azoles, 1,3-Azoles
- Six membered rings: Pyridine, Peperidine, Quinoline, Isoquinoline
- Purines and Pyrimidines
- Seven membered rings: Azepine
Suggested prerequisites
Chimica Organica 1
Reference material
- Class notes
- book: "The Chemistry of Heterocycles", T. Eicher, S. Hauptmann, second edition.
Assessment method:
Written and oral: the written part will consist of a number of exercises (about 9-10) covering the course content: Nomenclature, Synthesis, Reactivity. The oral part will be a critical comment to the written part, followed by a discussion in order to ascertain the knowledge of the course content.
Language of instruction
Italian
Attendance Policy
Highly recommended
Mode of teaching
Traditional
This course aims at providing the student with the knowledge on heterocyclic compounds, aromatic and non-aromatic, from three to seven-membered rings, by examining their properties and reactivity and by illustrating important methods for their synthesis.
A short introduction on general structure of heterocyclic compounds will be given at the beginning, together with a specific topic of nomenclature according with the IUPAC rules (Hantzsch-
Widman nomenclature and replacement nomenclature)
acquired skills
Aromatic and nonaromatic heterocycles will be treated according to increasing ring size (three to seven-membered rings). For these heterocycles, structural, physical and spectroscopic features will be described, and important chemical properties, reactions and syntheses will be discussed. Synthesis is consequently approached as a retrosynthetic problem for each heterocycle, and is followed by selected derivatives, natural products, pharmaceuticals and other biologically active compounds of related structure type, and is concluded by aspects of the use in synthesis and in selected synthetic transformations.
Course content
The description of each class of heterocyclic compounds will be organized in five issues:
1. Structure and properties
2. Reactivity
3. Synthetic strategies
4. Heterocyclic compounds in Nature, medicinal chemistry and materials science
5. Heterocyclic compounds in organic synthesis
The heterocycles will be considered are:
- Three membered rings: Oxirane, Thiirane, Aziridine
- Four membered rings: Oxetane, Thietane Azetidine
- Five membered rings: Furan, Benzofuran, Tetrahydrofuran, Thiophene, Benzothiophene, Pyrrole, Indole, Pyrrolidine, 1,2-Azoles, 1,3-Azoles
- Six membered rings: Pyridine, Peperidine, Quinoline, Isoquinoline
- Purines and Pyrimidines
- Seven membered rings: Azepine
Suggested prerequisites
Chimica Organica 1
Reference material
- Class notes
- book: "The Chemistry of Heterocycles", T. Eicher, S. Hauptmann, second edition.
Assessment method:
Written and oral: the written part will consist of a number of exercises (about 9-10) covering the course content: Nomenclature, Synthesis, Reactivity. The oral part will be a critical comment to the written part, followed by a discussion in order to ascertain the knowledge of the course content.
Language of instruction
Italian
Attendance Policy
Highly recommended
Mode of teaching
Traditional
Professor(s)