Synthesis of Aromatic Sulfonamides through a Copper-Catalyzed Coupling of Aryldiazonium Tetrafluoroborates, DABCO•(SO2)2, and N-Chloroamines

被引:68
作者
Zhang, Feng [1 ]
Zheng, Danqing [2 ]
Lai, Lifang [3 ,4 ]
Cheng, Jiang [3 ,4 ]
Sun, Jiangtao [3 ,4 ]
Wu, Jie [2 ]
机构
[1] Hunan Agr Univ, Coll Sci, Changsha 410128, Hunan, Peoples R China
[2] Fudan Univ, Dept Chem, 220 Handan Rd, Shanghai 200433, Peoples R China
[3] Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Peoples R China
[4] Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
基金
中国国家自然科学基金;
关键词
SULFUR-DIOXIDE SURROGATE; MULTICOMPONENT REACTION; ALKYL-HALIDES; ONE-POT; POTASSIUM METABISULFITE; 3-COMPONENT REACTION; SULFONYL CHLORIDES; ARYL SULFONAMIDES; ARYLBORONIC ACIDS; ROOM-TEMPERATURE;
D O I
10.1021/acs.orglett.8b00093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed aminosulfonylation of aryldiazonium tetrafluoroborates, DABCO center dot(SO2)(2), and N-chloroamines is described. This coupling reaction provides an efficient and simple approach to a wide range of sulfonamides in moderate to good yields under mild conditions. Mechanistic investigation suggests that a radical process and transition-metal catalysis are merged in this tandem reaction.
引用
收藏
页码:1167 / 1170
页数:4
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