Palladium-Catalyzed Decarboxylative Ortho Acylation of Azobenzenes with α-Oxocarboxylic Acids

被引：115

作者：

Li, Zhong-Yuan

Li, Dan-Dan

Wang, Guan-Wu ^{[1
]}

机构：

[1] Univ Sci & Technol China, CAS Key Lab Soft Matter Chem, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 20期

关键词：

C-H ACTIVATION; O-METHYL OXIMES; BENZOPHENONE RELATED-COMPOUNDS; OXIDATIVE ORTHO-ACYLATION; BOND ACYLATION; AZO-COMPOUNDS; DIRECT ACCESS; DERIVATIVES; ACETANILIDES; ANILIDES;

D O I：

10.1021/jo401794a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed decarboxylative ortho acylation of azobenzenes with alpha-oxocarboxylic acids via ligand-directed C-H activation has been explored. The reaction proceeded smoothly with potassium persulfate as the oxidant to afford acylated unsymmetrical azobenzenes in moderate to good yields and tolerated chloro, bromo, iodo, and methoxy groups. Para, ortho, and disubstituted as well as unsymmetrical azobenzenes could be used.

引用

页码：10414 / 10420

页数：7

共 50 条

[1] Palladium-Catalyzed Decarboxylative ortho-Acylation of Benzamides with α-Oxocarboxylic Acids
Jing, Kun
Yao, Jia-Ping
Li, Zhong-Yuan
Li, Qi-Li
Lin, Hao-Sheng
Wang, Guan-Wu
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (23): : 12715 - 12725
[2] Palladium-Catalyzed Chemoselective Decarboxylative Ortho Acylation of Benzoic Acids with α-Oxocarboxylic Acids
Miao, Jinmin
Ge, Haibo
ORGANIC LETTERS, 2013, 15 (12) : 2930 - 2933
[3] Room Temperature Palladium-Catalyzed Decarboxylative ortho-Acylation of Acetanilides with α-Oxocarboxylic Acids
Fang, Ping
Li, Mingzong
Ge, Haibo
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (34) : 11898 - 11899
[4] Palladium-catalyzed decarboxylative ortho-acylation of N-nitrosoanilines with α-oxocarboxylic acids
Yao, Jia-Ping
Wang, Guan-Wu
TETRAHEDRON LETTERS, 2016, 57 (15) : 1687 - 1690
[5] A Highly Efficient Palladium-Catalyzed Decarboxylative ortho-Acylation of Azobenzenes with α-Oxocarboxylic Acids: Direct Access to Acylated Azo Compounds
Li, Hongji
Li, Pinhua
Tan, Hui
Wang, Lei
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (43) : 14432 - 14436
[6] Palladium-Catalyzed Decarboxylative Acylation of N-Nitrosoanilines with α-Oxocarboxylic Acids
Wu, Yinuo
Sun, Lei
Chen, Yunyun
Zhou, Qian
Huang, Jia-Wu
Miao, Hui
Luo, Hai-Bin
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (03): : 1244 - 1250
[7] Palladium-catalyzed decarboxylative C2-acylation of indoles with α-oxocarboxylic acids
Pan, Changduo
Jin, Hongming
Liu, Xu
Cheng, Yixiang
Zhu, Chengjian
CHEMICAL COMMUNICATIONS, 2013, 49 (28) : 2933 - 2935
[8] Decarboxylative Acylation of Arenes with α-Oxocarboxylic Acids via Palladium-Catalyzed C-H Activation
Li, Mingzong
Ge, Haibo
ORGANIC LETTERS, 2010, 12 (15) : 3464 - 3467
[9] Palladium-Catalyzed Decarboxylative Acylation of O-Phenyl Carbamates with -Oxocarboxylic Acids at Room Temperature
Sharma, Satyasheel
Kim, Aejin
Park, Eonjeong
Park, Jihye
Kim, Minyoung
Kwak, Jong Hwan
Lee, Sang Hwi
Jung, Young Hoon
Kim, In Su
ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (04) : 667 - 672
[10] Palladium-Catalyzed Decarboxylative Ortho-Acylation of Tertiary Benzamides with Arylglyoxylic Acids
Laha, Joydev K.
Patel, Ketul V.
Sharma, Sheetal
ACS OMEGA, 2017, 2 (07): : 3806 - 3815

← 1 2 3 4 5 →