An easy direct arylation of 5-pyrazolones

被引：26
作者：
Gong, Hao [1 ]
Yang, Yiwen [1 ,2 ]
Wang, Zechao [1 ]
Kuang, Chunxiang [1 ,3 ]
机构：
[1] Tongji Univ, Dept Chem, Shanghai 200092, Peoples R China
[2] Jiaxing Univ, Coll Biol Chem Sci & Engn, Jiaxing 314001, Peoples R China
[3] Minist Educ, Key Lab Yangtze River Water Environm, Shanghai 200092, Peoples R China
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷
关键词：
arylation; aryl halide; C-H bond activation; Pd(OAc)(2); pyrazolone; DERIVATIVES; SELECTIVITY; PALLADIUM; DESIGN;
D O I：
10.3762/bjoc.9.240
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mild, efficient and catalytic ligand-free method for the direct arylation of 5-pyrazolones by Pd-catalyzed C-H bond activation is reported. The process smoothly proceeds and yields are moderate to excellent.
引用
收藏
页码：2033 / 2039
页数：7
相关论文
共 26 条
[1]   Transition metal-catalyzed arylation of unactivated C(sp3)-H bonds [J].
Baudoin, Olivier .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :4902-4911
[2]  
Boriack-Sjodin P. A., 2007, WO Patent, Patent No. [2007059359 A2, 2007059359]
[3]   Synthesis and biological activity of N,N-dialkylaminoalkyl-substituted bisindolyl and diphenyl pyrazolone derivatives [J].
Braña, MF ;
Gradillas, A ;
Ovalles, AG ;
López, B ;
Acero, N ;
Llinares, F ;
Mingarro, DM .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (01) :9-16
[4]   Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C-H bond activation [J].
Cheng, Chien ;
Shih, Yu-Chiao ;
Chen, Hui-Ting ;
Chien, Tun-Cheng .
TETRAHEDRON, 2013, 69 (04) :1387-1396
[5]   Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].
Cho, Seung Hwan ;
Kim, Ji Young ;
Kwak, Jaesung ;
Chang, Sukbok .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083
[6]   Inhibition of human neutrophil oxidative burst by pyrazolone derivatives [J].
Costa, D ;
Marques, AP ;
Reis, RL ;
Lima, JLFC ;
Fernandes, E .
FREE RADICAL BIOLOGY AND MEDICINE, 2006, 40 (04) :632-640
[7]   Design of a Potent CB1 Receptor Antagonist Series: Potential Scaffold for Peripherally-Targeted Agents [J].
Dow, Robert L. ;
Carpino, Philip A. ;
Gautreau, Denise ;
Hadcock, John R. ;
Iredale, Philip A. ;
Kelly-Sullivan, Dawn ;
Lizano, Jeffrey S. ;
O'Connor, Rebecca E. ;
Schneider, Steven R. ;
Scott, Dennis O. ;
Ward, Karen M. .
ACS MEDICINAL CHEMISTRY LETTERS, 2012, 3 (05) :397-401
[8]   Weak Coordination as a Powerful Means for Developing Broadly Useful C-H Functionalization Reactions [J].
Engle, Keary M. ;
Mei, Tian-Sheng ;
Wasa, Masayuki ;
Yu, Jin-Quan .
ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) :788-802
[9]  
Gold M., 1965, AM J MED SCI, V250, P577, DOI [10.1097/00000441-196511000-00011, DOI 10.1097/00000441-196511000-00011]
[10]   Pyrazolone based TGFβR1 kinase inhibitors [J].
Guckian, Kevin ;
Carter, Mary Beth ;
Lin, Edward Yin-Shiang ;
Choi, Michael ;
Sun, Lihong ;
Boriack-Sjodin, P. Ann ;
Chuaqui, Claudio ;
Lane, Benjamin ;
Cheung, Kam ;
Ling, Leona ;
Lee, Wen-Cherng .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (01) :326-329
123