Visible-Light-Induced 3-Component Synthesis of Sulfonylated Oxindoles by Fixation of Sulfur Dioxide

被引:37
|
作者
Liu, Nai-Wei [1 ]
Chen, Zhengkai [2 ]
Herbert, Andre [1 ]
Ren, Hongjun [2 ]
Manolikakes, Georg [1 ,3 ]
机构
[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, Max Von Laue Str 7, D-60438 Frankfurt, Germany
[2] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China
[3] TU Kaiserslautern, Dept Chem, Erwin Schrodinger Str Geb 54, D-67663 Kaiserslautern, Germany
基金
中国国家自然科学基金;
关键词
Sulfur dioxide; Sulfones; Photochemistry; Nitrogen heterocycles; Hypervalent compounds; ONE-POT SYNTHESIS; PALLADIUM-CATALYZED AMINOSULFONYLATION; METAL-FREE SYNTHESIS; C-H FUNCTIONALIZATION; DIARYLIODONIUM SALTS; N-ARYLACRYLAMIDES; ORGANOMETALLIC REAGENTS; MULTICOMPONENT REACTION; SULFONATED OXINDOLES; ARYLBORONIC ACIDS;
D O I
10.1002/ejoc.201801128
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel, visible-light-induced 3-component synthesis of sulfonylated oxindoles from N-arylacrylamides, diaryliodonium salts and sulfur dioxide is described. The reaction provides simple access to a wide variety of 3-[(arylsulfonyl)methyl]indolin-2-ones in moderate to excellent yields under mild conditions at room temperature. The transformation proceeds in the absence of any external photosensitizer and enables an efficient, solely visible-light-driven fixation of sulfur dioxide.
引用
收藏
页码:5725 / 5734
页数:10
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