copper catalyzed aerobic oxidative c-h …kanai/seminar/pdf/lit_y_seki_m1.pdfcontents 2 1....
TRANSCRIPT
![Page 1: Copper Catalyzed Aerobic Oxidative C-H …kanai/seminar/pdf/Lit_Y_Seki_M1.pdfContents 2 1. Introduction 2. C-H oxidation initiated by single-electron transfer 3. C-H oxidation that](https://reader033.vdocuments.net/reader033/viewer/2022041900/5e60082ccf77dc764716e917/html5/thumbnails/1.jpg)
Copper Catalyzed Aerobic Oxidative
C-H Functionalizations
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Contents
2
1. Introduction
2. C-H oxidation initiated by single-electron transfer
3. C-H oxidation that resemble organometallic reaction
4. Organometallic copper (Ⅲ) chemistry relevant to C-H oxidation reactions
5. Application to artificial transformation of amino acid 6. Summary
![Page 3: Copper Catalyzed Aerobic Oxidative C-H …kanai/seminar/pdf/Lit_Y_Seki_M1.pdfContents 2 1. Introduction 2. C-H oxidation initiated by single-electron transfer 3. C-H oxidation that](https://reader033.vdocuments.net/reader033/viewer/2022041900/5e60082ccf77dc764716e917/html5/thumbnails/3.jpg)
Contents
3
1. Introduction
2. C-H oxidation initiated by single-electron transfer
3. C-H oxidation that resemble organometallic reaction
4. Organometallic copper (Ⅲ) chemistry relevant to C-H oxidation reactions
5. Application to artificial transformation of amino acid 6. Summary
![Page 4: Copper Catalyzed Aerobic Oxidative C-H …kanai/seminar/pdf/Lit_Y_Seki_M1.pdfContents 2 1. Introduction 2. C-H oxidation initiated by single-electron transfer 3. C-H oxidation that](https://reader033.vdocuments.net/reader033/viewer/2022041900/5e60082ccf77dc764716e917/html5/thumbnails/4.jpg)
1-1. Copper
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1-2. Oxygen
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1-3. Cu/O2 system
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Contents
7
1. Introduction
2. C-H oxidation initiated by single-electron transfer
3. C-H oxidation that resemble organometallic reaction
4. Organometallic copper (Ⅲ) chemistry relevant to C-H oxidation reactions
5. Application to artificial transformation of amino acid 6. Summary
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2-1. Dimerization of naphthol derivative
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2-1. Dimerization of naphthol derivative
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2-1. Dimerization of naphthol derivative
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2-1. Dimerization of naphthol derivative
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2-1. Dimerization of naphthol derivative
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2-1. Dimerization of naphthol derivative
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2-2. Chlorination and bromination of arene
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2-2. Chlorination and bromination of arene
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2-2. Chlorination and bromination of arene
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2-3. Cyclization of anilides to give oxindole
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2-3. Cyclization of anilides to give oxindole
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2-3. Cyclization of anilides to give oxindole
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Contents
20
1. Introduction
2. C-H oxidation initiated by single-electron transfer
3. C-H oxidation that resemble organometallic reaction
4. Organometallic copper (Ⅲ) chemistry relevant to C-H oxidation reactions
5. Application to artificial transformation of amino acid 6. Summary
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3-1. Oxidative trifluoromethylation of terminal alkyne
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3-1. Oxidative trifluoromethylation of terminal alkyne
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Contents
23
1. Introduction
2. C-H oxidation initiated by single-electron transfer
3. C-H oxidation that resemble organometallic reaction
4. Organometallic copper (Ⅲ) chemistry relevant to C-H oxidation reactions
5. Application to artificial transformation of amino acid 6. Summary
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4-1. Mechanism of formation of Cu(Ⅲ) species
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4-1. Mechanism of formation of Cu(Ⅲ) species
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4-1. Mechanism of formation of Cu(Ⅲ) species
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4-2. Reactivity of Cu(Ⅲ) species
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4-2. Reactivity of Cu(Ⅲ) species
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4-2. Mechanism of Reaction of Cu(Ⅲ) species
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Contents
30
1. Introduction
2. C-H oxidation initiated by single-electron transfer
3. C-H oxidation that resemble organometallic reaction
4. Organometallic copper (Ⅲ) chemistry relevant to C-H oxidation reactions
5. Application to artificial transformation of amino acid 6. Summary
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5-1. Innovative method of remedy
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5-2. Target residue = Tyrosine
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5-3. Tyrosyl radical ~Alzheimer‘s disease~
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5-3. Tyrosyl radical ~Alzheimer‘s disease~
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5-3. Tyrosyl radical ~Alzheimer‘s disease~
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5-3. Tyrosyl radical ~Alzheimer‘s disease~
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5-3. Tyrosyl radical ~Alzheimer‘s disease~
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5-4. Product of tyrosine oxidation
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5-4-1. Proposed mechanism
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5-5. Application to artificial transformation of
Tyr with Cu/O2
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Contents
41
1. Introduction
2. C-H oxidation initiated by single-electron transfer
3. C-H oxidation that resemble organometallic reaction
4. Organometallic copper (Ⅲ) chemistry relevant to C-H oxidation reactions
5. Application to artificial transformation of amino acid 6. Summary
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6. Summary
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Reference
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