2025 (Current Year) Faculty Courses School of Materials and Chemical Technology Department of Chemical Science and Engineering Graduate major in Chemical Science and Engineering
Advanced Organic Synthesis I
- Academic unit or major
- Graduate major in Chemical Science and Engineering
- Instructor(s)
- Shigekazu Ito
- Class Format
- Lecture
- Media-enhanced courses
- -
- Day of week/Period
(Classrooms) - Class
- -
- Course Code
- CAP.A423
- Number of credits
- 100
- Course offered
- 2025
- Offered quarter
- 3Q
- Syllabus updated
- Mar 19, 2025
- Language
- English
Syllabus
Course overview and goals
[Summary of the lecture] In this lecture, chemistry of heterocyclic compounds, especially natural alkaloids, is overviewed, and cyclization reactions and property of the heterocyclic compounds are explained. Also aromaticity and the related functionality are discussed.
Advanced Organic Synthesis II is subsequently opened after this course.
[Aim of the lecture] Heterocyclic structures are included in many drugs, agricultural chemicals, and electro-functional materials. In this lecture, heterocyclic chemistry that is prerequisite to researchers based on organic chemistry will be overviewed. Students will understand the fundamentals of synthesis and properties of heterocyclic compounds.
Course description and aims
By the end of this course, students acquire the following ability:
(1) Overview chemistry of heterocyclic compounds and explain properties of the heterocyclic compounds.
(2) Explain methods of construction of heterocyclic compounds.
(3) Explain fundamental properties, and functionality of heterocyclic compounds.
Keywords
heterocycles, alkaloids, cyclizations, aldol reactions, catalytic reactions, cycloadditions, electron-deficient, electron-excessive, aromaticity
Competencies
- Specialist skills
- Intercultural skills
- Communication skills
- Critical thinking skills
- Practical and/or problem-solving skills
Class flow
This lecture will proceed in the following order: (1) overview of heterocyclic compounds, (2) synthetic methods for the cyclic structures, and (3) structure and properties of heterocycles. In the last day, practice problems and interpretation of them will be carried out to confirm the level of understanding.
Course schedule/Objectives
| Course schedule | Objectives | |
|---|---|---|
| Class 1 | Overview of heterocyclic chemistry, alkaloids | Explain overview heterocyclic chemistry. |
| Class 2 | Intramolecular cyclizations 1: Paal-Knorr methods | Explain Paal-Knorr methods. |
| Class 3 | Intramolecular cyclizations 2: Catalytic methods | Explain catalytic synthesis of heterocycles. |
| Class 4 | Cycloadditions | Explain cycloadditions affording heterocycles. |
| Class 5 | Chemistry of electron-deficient heterocyclic compounds | Explain chemistry of electron-deficient heterocyclic compounds. |
| Class 6 | Chemistry of electron-excessive heterocyclic compounds | Explain chemistry of electron-excessive heterocyclic compounds. |
| Class 7 | Practice problems and interpretation for confirming the level of understanding | Solve practice problems by accurate understanding of the above all lectures. |
Study advice (preparation and review)
To enhance effective learning, students are encouraged to spend approximately 100 minutes preparing for class and another 100 minutes reviewing class content afterwards (including assignments) for each class.
They should do so by referring to textbooks and other course material.
Textbook(s)
None required.
Reference books, course materials, etc.
1) L. D. Quin, "Fundamentals of Heterocyclic Chemistry" ISBN-13: 978-047056695
S. Funayama, "Alkaloids: Doku to Kusuri no Houko (in Japanese)" ISBN-13: 978-4320055049
2) Materials used in class can be found on OCW-i.
Evaluation methods and criteria
Practice problems and interpretation for confirming the level of understanding (70%), level of class participation (30%) (The level of class
participation will be calculated by discussion, small examination and so on in the lecture.)
Related courses
- CAP.A421 ： Advanced Design of Organic Reaction Processes I
- CAP.A422 ： Advanced Design of Organic Reaction Processes I
- CAP.T431 ： Advanced Organometallic Chemistry and Catalysis I
- CAP.T432 ： Advanced Organometallic Chemistry and Catalysis II
Prerequisites
The condition of the study will not be made, but enrollment in the related course of organic chemistry is desirable.
Contact information (e-mail and phone) Notice : Please replace from ”[at]” to ”@”(half-width character).
ito.s.ao[at]m.titech.ac.jp
Office hours
Make a reservation for an e-mail in advance.