Palladium-Catalyzed Chemoselective α-Arylation of Methyl Sulfones with Aryl Chlorides

被引：8
作者：
Gao, Gui [1 ]
Zheng, Bing [1 ]
Fu, Yue [2 ]
Li, Minyan [2 ]
Wang, Bo [1 ]
Chen, Xiang-Zhu [1 ]
Zhang, Yuan-Yuan [1 ]
Liu, Jing-Jing [1 ]
Hou, Shi-Cong [1 ]
Walsh, Patrick J. [2 ]
机构：
[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China
[2] Univ Penn, Dept Chem, Penn Merck Lab High Throughput Experimentat, Roy & Diana Vagelos Labs, 231 South 34th St, Philadelphia, PA 19104 USA
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 6卷 / 06期
基金：
美国国家科学基金会;
关键词：
aryl chlorides; methyl sulfones; N; P ligands; palladium; alpha-arylation; COUPLING REACTIONS; PHOSPHINE-LIGANDS; 1,1,3-TRIARYL-2-AZAALLYL ANIONS; REGIOSELECTIVE ARYLATION; REDUCTIVE ELIMINATION; BETA-LACTAMASE; HALIDES; KETONES; CYCLOOXYGENASE-2; DERIVATIVES;
D O I：
10.1002/ajoc.201700075
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A palladium-catalyzed alpha-arylation reaction of unactivated sulfones with aryl chlorides is presented. High reactivity and chemoselectivity was achieved with a combination of Buchwald's 2nd generation palladium precatalyst and Kwong's indole-based phosphine ligand. A variety of aryl chlorides and aryl methyl sulfones were coupled in good to excellent yields. A gram-scale arylation was also successfully conducted. Chemoselective arylation of the sulfone was observed over Buchwald-Hartwig amination.
引用
收藏
页码：654 / 657
页数：4
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