Nickel-Catalyzed Sulfonylation of C(sp2)-H Bonds with Sodium Sulfinates

被引：38
|
作者：
Liu, Shuang-Liang [1 ]
Li, Xue-Hong [1 ]
Zhang, Shu-Sheng [1 ]
Hou, Sheng-Kai [1 ]
Yang, Guang-Chao [1 ]
Gong, Jun-Fang [1 ]
Song, Mao-Ping [1 ]
机构：
[1] Zhengzhou Univ, Coll Chem & Mol Engn, Henan Key Lab Chem Biol & Organ Chem, Zhengzhou 450001, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2017年 / 359卷 / 13期
基金：
中国国家自然科学基金;
关键词：
C-H activation; nickel; (pyridin-2-yl) isopropylamine (PIP-amine); sodium sulfinates; sulfonylation; C-H BONDS; BIDENTATE-CHELATION ASSISTANCE; UNACTIVATED C(SP(3))-H BONDS; QUINOLINE N-OXIDES; EFFICIENT SYNTHESIS; ARYLSULFONYL CHLORIDES; COUPLING REACTIONS; AROMATIC AMIDES; DIRECTING GROUP; FUNCTIONALIZATION;
D O I：
10.1002/adsc.201700290
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The first nickel-catalyzed ortho-sulfonylation of C(sp(2))-H bonds with sodium sulfinates directed by (pyridin-2-yl) isopropylamine (PIP-amine) is described. This strategy exhibits a broad substrate scope and good functional group tolerance with high monosulfonylation selectivity. Besides arenes and heteroarenes, the reaction can also be extended to alkenes, providing diverse diaryl and alkyl aryl sulfones in high yields. Furthermore, a plausible Ni(I)/Ni(III) mechanism is outlined based on our experimental results and related precedents.
引用
收藏
页码：2241 / 2246
页数：6
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