Copper-Catalyzed Deoxygenative C2-Sulfonylation of Quinoline N-Oxides with DABSO and Phenyldiazonium Tetrafluoroborates for the Synthesis of 2-Sulfonylquinolines via a Radical Reaction

被引:41
作者
Li, Guang-Hui [1 ]
Dong, Dao-Qing [1 ]
Deng, Qi [2 ]
Yan, Shi-Qiang [3 ]
Wang, Zu-Li [1 ]
机构
[1] Qingdao Agr Univ, Coll Chem & Pharmaceut Sci, Qingdao 266109, Shandong, Peoples R China
[2] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Peoples R China
[3] Shandong Dyne Marine Biopharmaceut Co Ltd, Weihai 264300, Shandong, Peoples R China
来源
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 17期
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
quinoline-N-oxides; DABSO; radicals; sulfonylation; copper; IODINE-MEDIATED SULFONYLATION; ONE-POT SYNTHESIS; SULFUR-DIOXIDE; INSERTION; ARYL; BOND; ARYLSULFONYLATION; DERIVATIVES; ACTIVATION; ACIDS;
D O I
10.1055/s-0037-1611787
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and practical method for the synthesis of 2-sulfonylquinolines through copper-catalyzed deoxygenative C2-sulfonylation of quinoline N -oxides with 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) and phenyldiazonium tetrafluoroborates is demonstrated. Products with various substituents were obtained in moderate to high yields.
引用
收藏
页码:3313 / 3319
页数:7
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