Suzuki-Miyaura Coupling of Aryl Carbamates, Carbonates, and Sulfamates

被引：274

作者：

Quasdorf, Kyle W. ^{[1
]}

Riener, Michelle ^{[1
]}

Petrova, Krastina V. ^{[1
]}

Garg, Neil K. ^{[1
]}

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 49期

关键词：

NICKEL/MAGNESIUM BIMETALLIC COOPERATION; DIRECTED ORTHO-METALATION; GRIGNARD-REAGENTS; POLYSUBSTITUTED AROMATICS; BORONIC ACIDS; ACTIVATION; BOND; CARBOXYLATES; FLURBIPROFEN; FLUORIDES;

D O I：

10.1021/ja906477r

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) The first Suzuki-Miyaura cross-couplings of carbamates, carbonates, and sulfamates is described. The method provides a powerful means of using simple derivatives of phenol as precursors to polysubstituted aromatic compounds, as exemplified by a concise synthesis of the anti-inflammatory drug flurbiprofen. © 2009 American Chemical Society.

引用

页码：17748 / 17749

页数：2

共 50 条

[1] Suzuki-Miyaura Cross-Coupling of Aryl Carbamates and Sulfamates: Experimental and Computational Studies
Quasdorf, Kyle W.
Antoft-Finch, Aurora
Liu, Peng
Silberstein, Amanda L.
Komaromi, Anna
Blackburn, Tom
Ramgren, Stephen D.
Houk, K. N.
Snieckus, Victor
Garg, Neil K.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (16) : 6352 - 6363
[2] Palladium-catalyzed Suzuki-Miyaura coupling of aryl sulfamates with arylboronic acids
Wang, Zhan-Yong
Ma, Qin-Na
Li, Ren-Hao
Shao, Li-Xiong
ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (45) : 7899 - 7906
[3] Pd-Catalyzed Suzuki-Miyaura and Hiyama-Denmark Couplings of Aryl Sulfamates
Melvin, Patrick R.
Hazari, Nilay
Beromi, Megan Mohadjer
Shah, Hemali P.
Williams, Michael J.
ORGANIC LETTERS, 2016, 18 (22) : 5784 - 5787
[4] An Efficient Suzuki-Miyaura Coupling of Aryl Sulfamates and Boronic Acids Catalyzed by NiCl2(dppp)
Chen, Guo-Jun
Han, Fu-She
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (19) : 3575 - 3579
[5] Nickel-Catalyzed Efficient and Practical Suzuki-Miyaura Coupling of Alkenyl and Aryl Carbamates with Aryl Boroxines
Xu, Li
Li, Bi-Jie
Wu, Zhen-Hua
Lu, Xing-Yu
Guan, Bing-Tao
Wang, Bi-Qin
Zhao, Ke-Qing
Shi, Zhang-Jie
ORGANIC LETTERS, 2010, 12 (04) : 884 - 887
[6] Rapid Nickel-Catalyzed Suzuki-Miyaura Cross-Couplings of Aryl Carbamates and Sulfamates Utilizing Microwave Heating
Baghbanzadeh, Mostafa
Pilger, Christian
Kappe, C. Oliver
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (05) : 1507 - 1510
[7] The Suzuki-Miyaura Coupling of Nitroarenes
Yadav, M. Ramu
Nagaoka, Masahiro
Kashihara, Myuto
Zhong, Rong-Lin
Miyazaki, Takanori
Sakaki, Shigeyoshi
Nakao, Yoshiaki
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (28) : 9423 - 9426
[8] Aminative Suzuki-Miyaura coupling
Onnuch, Polpum
Ramagonolla, Kranthikumar
Liu, Richard Y.
SCIENCE, 2024, 383 (6686) : 1019 - 1024
[9] Mechanistic Study of an Improved Ni Precatalyst for Suzuki-Miyaura Reactions of Aryl Sulfamates: Understanding the Role of Ni(I) Species
Beromi, Megan Mohadjer
Nova, Ainara
Balcells, David
Brasacchio, Ann M.
Brudvig, Gary W.
Guard, Louise M.
Hazari, Nilay
Vinyard, David J.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (02) : 922 - 936
[10] Aryl Trifluoroborates in Suzuki-Miyaura Coupling: The Roles of Endogenous Aryl Boronic Acid and Fluoride
Butters, Mike
Harvey, Jeremy N.
Jover, Jesus
Lennox, Alastair J. J.
Lloyd-Jones, Guy C.
Murray, Paul M.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (30) : 5156 - 5160

← 1 2 3 4 5 →