共 91 条
Sustainable Carbene Transfer Reactions with Iron and Light
被引:59
作者:

Empel, Claire
论文数: 0 引用数: 0
h-index: 0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany

Koenigs, Rene M.
论文数: 0 引用数: 0
h-index: 0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
机构:
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
来源:
关键词:
carbene transfer reactions;
cycloaddition;
rearrangement;
C-H functionalization;
diazoalkanes;
iron;
photochemistry;
KIRMSE REARRANGEMENT REACTIONS;
CATALYZED CYCLOPROPANATION;
CYCLOADDITION;
INHIBITOR;
PORPHYRIN;
INSERTION;
MEDIA;
D O I:
10.1055/s-0037-1611874
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Carbenes are versatile, highly reactive intermediates with great importance in chemistry. We recently reported on our findings on safe and scalable applications of hazardous diazoacetonitrile using cheap and commercially available iron catalysts in efficient carbene transfer reactions, ranging from cyclopropanation towards C-H functionalization reactions for the synthesis of biologically important building blocks. More lately, we uncovered the reactivity of diazoalkanes under photochemical conditions using visible light and were able to demonstrate a variety of different, metal-free carbene transfer reactions, which now open up new sustainable ways for the construction of small functional molecules.
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页码:1929 / 1934
页数:6
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- [51] Microwave- and photoirradiation-induced staudinger reactions of cyclic imines and ketenes generated from α-diazoketones.: A further investigation into the stereochemical process[J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01) : 334 - 337Liang, Y论文数: 0 引用数: 0 h-index: 0机构: Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R ChinaJiao, L论文数: 0 引用数: 0 h-index: 0机构: Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R ChinaZhang, SW论文数: 0 引用数: 0 h-index: 0机构: Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R ChinaXu, JX论文数: 0 引用数: 0 h-index: 0机构: Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China Peking Univ, Coll Chem & Mol Engn, Dept Biol Chem, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
- [52] Catalyst-Controlled Regioselective Acylation of β-Ketoesters with α-Diazo Ketones Induced by Visible Light[J]. ORGANIC LETTERS, 2018, 20 (22) : 7278 - 7282Liu, Dan论文数: 0 引用数: 0 h-index: 0机构: Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R ChinaDing, Wei论文数: 0 引用数: 0 h-index: 0机构: Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R ChinaZhou, Quan-Quan论文数: 0 引用数: 0 h-index: 0机构: Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R ChinaWei, Yi论文数: 0 引用数: 0 h-index: 0机构: Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R ChinaLu, Liang-Qiu论文数: 0 引用数: 0 h-index: 0机构: Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R ChinaXiao, Wen-Jing论文数: 0 引用数: 0 h-index: 0机构: Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China
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