学部・大学院区分

理学部

時間割コード

0681190

科目区分

専門科目
Specialized Courses

科目名　【日本語】

有機化学４

科目名　【英語】

Organic Chemistry IV

コースナンバリングコード

担当教員　【日本語】

SHIN Jiyoung ○

担当教員　【英語】

SHIN Jiyoung ○

単位数

開講期・開講時間帯

春木曜日１時限
Spring Thu 1

授業形態

講義
Lecture

学科・専攻

G30 Chemistry

必修・選択

* See "Remarks"

授業の目的　【日本語】

The main purpose of this course is to acquire a logical framework for understanding advance organic chemistry. The course begins with condensations of carbonyl and amine compounds and moves on the reactions comprising migration steps. Heterocyclic chemistry and organometallic chemistry are rapidly-expending fields, which students are educated. organometallic compounds incorporating the function of the carbon-metal bonds as powerful nucleophiles, such compounds have been widely used for effective synthetic transformation. Replacement of the first metal by new can activate or control the outcomes of the chemical reactions.

授業の目的　【英語】

到達目標　【日本語】

On the basis of the knowledge, how to perceive appropriate answers of challenging problems in organic chemistry is encountered.

到達目標　【英語】

授業の内容や構成

Class 1. Reaction of Carbonyl Compounds
--- Formations, Condensations, Reaction of Conjugated Carbonyl Compounds;
Protection of Acyl Group; Decarboxylation of beta-Carbonyl Carboxylic Acid

Class 2. Amines
--- Preparations of Amines (by Subsequent Alkylation, Reduction of Nitrile, Reduction of Imine, Reduction of Azide, Hydrogenation of Amide, Hofmann Rearrangement, Mannich Reaction, Gabriel Phthalimide Synthesis)

Class 3. Amines
--- Reactions of Amines (Alkylation, Acylation, Hoffmann Elimination)

Class 4. Six-Membered Aromatic Heterocycles (Pyridine, Pyridazine, Pyrimidine, Pyrazine, Pyridine Derivatives, and PCC)
--- Electron Configuration and Reactivity of Pyridine; Preparation of Pyridine; pyrillium ion & pyrones
Tautomerization of Hydroxypyridine into pyridone, Preparation of Pyridone

Class 5. Preparation and Nucleophilic/Electrophilic Substitutions of Pyridine N-Oxides; Reactivity of Pyridine N-Oxide and Pyridine with Electron Donating Groups in Electrophilic Substitutions

Class 6. Five membered Aromatic Heterocycles (Pyrrole, Pyrazole, Imidazole, and Triazole)
--- Electron Configuration of Pyrrole and Reactivity for Electrophilic Substitution; Electrophilic Substitutions of pyrrole (Bromination, Acylation, Mannich Reaction, Nitration, Polymerization); Preparation of Pyrrole

Class 7. Five membered Aromatic Heterocycles
--- Reaction of Pyrrole (Decarboxylation, Acid-Catalyzed Intermolecular Condensation, Porphyrin Synthesis); Reaction of Thiophene (Friedel Crafts Acylation of 2-Methyl Thiophene); Reaction of Furane (Bromination, Acetal Formation, Ring Opening)

Class 8. Fused Heterocycles (Quinoline, Isoquinoline, and Indol)
--- Substitution Trends of Quinoline and Isoquinoline (Electrophilic and Nucleophilic Reactions); Preparation of Quinoline; Substitution Trends of Indol; Preparation of Indol

Class 9. Assessment of Classes 1-8 (Problems and Solutions)

Class 10. Ring Formation from pai-Conjugation ? Electrocyclizations (Thermal & Photochemical Reactions); Cycloadditions (Diels-Alder Reactions); Sigmatropic Rearrangements (Cope Rearrangement, Claisen (General, Johson-Claisen, Eschenmoser-Claisen, Ireland-Claisen) Rearrangements, Sulfoxide Formation Through [2,3] Sigmatropic Rearrangement)

Class 11. Ring Expansion or Ring Shrinking Reactions
--- Baeyer Villiger Oxidation; Beckmann Rearrangement; Tiffeneau-Demjanov Rearrangement; Favoskii Rearrangement; Wagner Meerwein Rearrangement

Class 12-13. Organotransition Metal Chemistry: Electronegativity Differences and Organometal Reactions; Pd-catalyzed Cross Couplings (Negish, Kumada, Stille, Suzuki-Miyaura, Sonogashira, Hiyama, Mizoroki-Heck Cross Couplings)

Class 14. Organotransition Metal Chemistry: Oranometal Catalyzed Metathesis (Grubbs & Schrocks Catalysts and the Cyclic Metathesis); Zigler-Natta Catalysis; Wilkinson Reduction

Class 15. Assessment of Overall Classes (Final Test and Solution Process)

履修条件

Fundamentals of Chemistry I and II, Organic Chemistry I, II, and III