共 129 条
Recent Advances in Transition Metal-Catalyzed Methylation Reactions
被引:133
作者:

Yan, Guobing
论文数: 0 引用数: 0
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机构:
Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China

Borah, Arun Jyoti
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h-index: 0
机构:
Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China

Wang, Lianggui
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机构:
Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China

Yang, Minghua
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h-index: 0
机构:
Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China
机构:
[1] Lishui Univ, Dept Chem, Lishui City 323000, Peoples R China
关键词:
cross-coupling;
methylation;
transition metal catalysts;
C-H BONDS;
CARBON-DIOXIDE;
N-METHYLATION;
COUPLING REACTIONS;
VINYL HALIDES;
ALPHA-METHYLATION;
C(SP(3))-H BONDS;
CARBOXYLIC-ACIDS;
AROMATIC-AMINES;
NITRO-COMPOUNDS;
D O I:
10.1002/adsc.201400984
中图分类号:
O69 [应用化学];
学科分类号:
081704 ;
摘要:
Methylation is one of the most fundamental synthetic transformations in organic chemistry, but usually employs hazardous and toxic reagents, such as methyl iodide, dimethyl sulfate, diazomethane and dimethyl carbonate. In order to address sustainable development and green strategies, synthetic chemists have devoted much effort to the discovery and development of new methylating reagents, which are successfully being applied in transition metal-catalyzed cross-coupling reactions. In this review, recent advances in this area are summarized, mainly including C-methylation, N-methylation and O-methylation. The respective reaction mechanisms are also discussed.
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页码:1333 / 1350
页数:18
相关论文
共 129 条
[51]
Dichlorobis(triphenylphosphine)nickel-catalyzed cross-coupling of aryl chlorides with intramolecularly stabilized group 13 metal alkylating reagents
[J].
Gelman, D
;
Schumann, H
;
Blum, J
.
TETRAHEDRON LETTERS,
2000, 41 (39)
:7555-7558

Gelman, D
论文数: 0 引用数: 0
h-index: 0
机构: Hebrew Univ Jerusalem, Dept Organ Chem, IL-91904 Jerusalem, Israel

Schumann, H
论文数: 0 引用数: 0
h-index: 0
机构: Hebrew Univ Jerusalem, Dept Organ Chem, IL-91904 Jerusalem, Israel

Blum, J
论文数: 0 引用数: 0
h-index: 0
机构:
Hebrew Univ Jerusalem, Dept Organ Chem, IL-91904 Jerusalem, Israel Hebrew Univ Jerusalem, Dept Organ Chem, IL-91904 Jerusalem, Israel
[52]
Palladium-catalyzed methylation and arylation of sp2 and sp3 C-H bonds in simple carboxylic acids
[J].
Giri, Ramesh
;
Maugel, Nathan
;
Li, Jiao-Jie
;
Wang, Dong-Hui
;
Breazzano, Steven P.
;
Saunders, Lindsey B.
;
Yu, Jin-Quan
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2007, 129 (12)
:3510-+

Giri, Ramesh
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Maugel, Nathan
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Li, Jiao-Jie
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Wang, Dong-Hui
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Breazzano, Steven P.
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Saunders, Lindsey B.
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Yu, Jin-Quan
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA
[53]
tert-Butyl Peroxybenzoate-Promoted α-Methylation of 1,3-Dicarbonyl Compounds
[J].
Guo, Songjin
;
Wang, Qian
;
Jiang, Yan
;
Yu, Jin-Tao
.
JOURNAL OF ORGANIC CHEMISTRY,
2014, 79 (22)
:11285-11289

Guo, Songjin
论文数: 0 引用数: 0
h-index: 0
机构:
Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China

Wang, Qian
论文数: 0 引用数: 0
h-index: 0
机构:
Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China

Jiang, Yan
论文数: 0 引用数: 0
h-index: 0
机构:
Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China

Yu, Jin-Tao
论文数: 0 引用数: 0
h-index: 0
机构:
Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Jiangsu Prov Key Lab Fine Petrochem Engn, Changzhou 213164, Peoples R China
[54]
Asymmetric Total Synthesis of Caribenol A via an Intramolecular Diels-Alder Reaction
[J].
Han, Jing-Chun
;
Liu, Lian-Zhu
;
Chang, Yuan-Yuan
;
Yue, Guo-Zong
;
Guo, Jie
;
Zhou, Li-Yan
;
Li, Chuang-Chuang
;
Yang, Zhen
.
JOURNAL OF ORGANIC CHEMISTRY,
2013, 78 (11)
:5492-5504

Han, Jing-Chun
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Liu, Lian-Zhu
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Chang, Yuan-Yuan
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Yue, Guo-Zong
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Guo, Jie
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Zhou, Li-Yan
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Li, Chuang-Chuang
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China

Yang, Zhen
论文数: 0 引用数: 0
h-index: 0
机构:
Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China
Peking Univ, Coll Chem, Peking Tsinghua Ctr Life Sci, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
Peking Univ, Coll Chem, Peking Tsinghua Ctr Life Sci, BNLMS, Beijing 100871, Peoples R China Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China
[55]
Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides
[J].
Hartwig, John F.
.
ACCOUNTS OF CHEMICAL RESEARCH,
2008, 41 (11)
:1534-1544

Hartwig, John F.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA
[56]
Borylation and Silylation of C-H Bonds: A Platform for Diverse C-H Bond Functionalizations
[J].
Hartwig, John F.
.
ACCOUNTS OF CHEMICAL RESEARCH,
2012, 45 (06)
:864-873

Hartwig, John F.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[57]
Negishi-type coupling of bromoarenes with dimethylzinc
[J].
Herbert, JM
.
TETRAHEDRON LETTERS,
2004, 45 (04)
:817-819

Herbert, JM
论文数: 0 引用数: 0
h-index: 0
机构:
Sanofi Synthelabo, Isotope Chem & Metabolite Synth Dept, Alnwick NE66 2JH, Northd, England Sanofi Synthelabo, Isotope Chem & Metabolite Synth Dept, Alnwick NE66 2JH, Northd, England
[58]
Oxidation of substituted toluenes with molecular oxygen in the presence of N,N′,N"-trihydroxyisocyanuric acid as a key catalyst
[J].
Hirai, N
;
Sawatari, N
;
Nakamura, N
;
Sakaguchi, S
;
Ishii, Y
.
JOURNAL OF ORGANIC CHEMISTRY,
2003, 68 (17)
:6587-6590

Hirai, N
论文数: 0 引用数: 0
h-index: 0
机构: Daicel Chem Ind Ltd, Aboshi Ku, Himeji, Hyogo 6711283, Japan

Sawatari, N
论文数: 0 引用数: 0
h-index: 0
机构: Daicel Chem Ind Ltd, Aboshi Ku, Himeji, Hyogo 6711283, Japan

Nakamura, N
论文数: 0 引用数: 0
h-index: 0
机构: Daicel Chem Ind Ltd, Aboshi Ku, Himeji, Hyogo 6711283, Japan

Sakaguchi, S
论文数: 0 引用数: 0
h-index: 0
机构: Daicel Chem Ind Ltd, Aboshi Ku, Himeji, Hyogo 6711283, Japan

Ishii, Y
论文数: 0 引用数: 0
h-index: 0
机构:
Daicel Chem Ind Ltd, Aboshi Ku, Himeji, Hyogo 6711283, Japan Daicel Chem Ind Ltd, Aboshi Ku, Himeji, Hyogo 6711283, Japan
[59]
The total synthesis of spectinabilin and its biomimetic conversion to SNF4435C and SNF4435D
[J].
Jacobsen, MF
;
Moses, JE
;
Adlington, RM
;
Baldwin, JE
.
ORGANIC LETTERS,
2005, 7 (12)
:2473-2476

Jacobsen, MF
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

Moses, JE
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

Adlington, RM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

Baldwin, JE
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
[60]
CO2 as a C1-building block for the catalytic methylation of amines
[J].
Jacquet, Olivier
;
Frogneux, Xavier
;
Gomes, Christophe Das Neves
;
Cantat, Thibault
.
CHEMICAL SCIENCE,
2013, 4 (05)
:2127-2131

Jacquet, Olivier
论文数: 0 引用数: 0
h-index: 0
机构:
CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France

Frogneux, Xavier
论文数: 0 引用数: 0
h-index: 0
机构:
CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France

Gomes, Christophe Das Neves
论文数: 0 引用数: 0
h-index: 0
机构:
CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France

Cantat, Thibault
论文数: 0 引用数: 0
h-index: 0
机构:
CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France CEA, IRAMIS, SIS2M, CNRS UMR 3299, F-91191 Gif Sur Yvette, France