Pd-Catalyzed Denitrative Intramolecular C-H Arylation

被引:45
作者
Asahara, Kitty K. [1 ]
Okita, Toshimasa [1 ]
Saito, Ami N. [1 ]
Muto, Kei [1 ]
Nakao, Yoshiaki [2 ]
Yamaguchi, Junichiro [1 ]
机构
[1] Waseda Univ, Dept Appl Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, Japan
[2] Kyoto Univ, Grad Sch Engn, Dept Mat Chem, Kyoto 6158510, Japan
关键词
BOND ACTIVATION; COUPLING REACTIONS; FUNCTIONALIZATION; DECARBONYLATION; HETEROARENES; CHLORIDES;
D O I
10.1021/acs.orglett.9b01593
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Pd-catalyzed intramolecular C-H arylation of nitroarenes has been developed. Nitroarenes bearing tethered aryl groups at the ortho-position can be readily prepared in one step from 2-halonitroarenes by a nucleophilic aromatic substitution (SNAr). Under Pd/BrettPhos catalysis, activations of the C-NO2 bond as well as the C-H bond on arenes generated the corresponding biaryl linkage in moderate to excellent yields.
引用
收藏
页码:4721 / 4724
页数:4
相关论文
共 44 条
[41]   Ligand-free copper-catalyzed coupling of nitroarenes with arylboronic acids [J].
Zhang, Jilei ;
Chen, Jiuxi ;
Liu, Miaochang ;
Zheng, Xingwang ;
Ding, Jinchang ;
Wu, Huayue .
GREEN CHEMISTRY, 2012, 14 (04) :912-916
[42]   Rhodium-catalyzed regioselective C-H functionalization via decarbonylation of acid chlorides and C-H bond activation under phosphine-free conditions [J].
Zhao, Xiaodan ;
Yu, Zhengkun .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (26) :8136-+
[43]   The Coupling of Arylboronic Acids with Nitroarenes Catalyzed by Rhodium [J].
Zheng, Xingwang ;
Ding, Jinchang ;
Chen, Jiuxi ;
Gao, Wenxiao ;
Liu, Miaochang ;
Wu, Huayue .
ORGANIC LETTERS, 2011, 13 (07) :1726-1729
[44]   How To Perform Suzuki-Miyaura Reactions of Nitroarene or Nitrations of Bromoarene Using a Pd0 Phosphine Complex: Theoretical Insight and Prediction [J].
Zhong, Rong-Lin ;
Nagaoka, Masahiro ;
Nakao, Yoshiaki ;
Sakaki, Shigeyoshi .
ORGANOMETALLICS, 2018, 37 (20) :3480-3487