Visible-Light Photoredox Catalysis: Direct Synthesis of Sulfonated Oxindoles from N-Arylacrylamides and Arylsulfinic Acids by Means of a Cascade C-S/C-C Formation Process

被引：82
作者：
Xia, Dong [1 ]
Miao, Tao [1 ]
Li, Pinhua [1 ]
Wang, Lei [1 ,2 ]
机构：
[1] Huaibei Normal Univ, Dept Chem, Huaibei 235000, Anhui, Peoples R China
[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2015年 / 10卷 / 09期
基金：
美国国家科学基金会;
关键词：
domino reactions; heterocycles; photochemistry; radical reactions; redox; UNSYMMETRICAL DIARYL SULFONES; ACTIVATED ALKENES; BOND FORMATION; H FUNCTIONALIZATION; ARYLBORONIC ACIDS; ROOM-TEMPERATURE; SULFINIC ACIDS; AEROBIC DIFUNCTIONALIZATION; MEDICINAL CHEMISTRY; EFFICIENT SYNTHESIS;
D O I：
10.1002/asia.201500498
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel photocatalytic synthesis of sulfonated oxindoles from N-arylacrylamides and arylsulfinic acids was developed by means of a cascade C-S/C-C bond-formation process. This method provides mild, efficient, and atom-economical access to various sulfonated oxindoles in water.
引用
收藏
页码：1919 / 1925
页数：7
相关论文
共 100 条
[1]  
Andrews R.S., 2010, ANGEW CHEM, V122, P7432
[2]   Intermolecular Addition of Glycosyl Halides to Alkenes Mediated by Visible Light [J].
Andrews, R. Stephen ;
Becker, Jennifer J. ;
Gagne, Michel R. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (40) :7274-7276
[3]  
[Anonymous], 2014, ANGEW CHEM, DOI DOI 10.1021/JA509383R
[4]  
[Anonymous], 1992, J PHYS CHEM-US
[5]  
[Anonymous], 2007, ANGEW CHEM, DOI DOI 10.1103/PHYSREVLETT.112.077206
[6]  
[Anonymous], 2014, ANGEW CHE, DOI DOI 10.1039/C4GC00542B
[7]   Reactive spin state dependent enantiospecific photocyclization of axially chiral α-substituted acrylanilides [J].
Ayitou, Anoklase Jean-Luc ;
Sivaguru, J. .
CHEMICAL COMMUNICATIONS, 2011, 47 (09) :2568-2570
[8]   An efficient copper catalyst for the formation of sulfones from sulfinic acid salts and aryl iodides [J].
Baskin, JM ;
Wang, ZY .
ORGANIC LETTERS, 2002, 4 (25) :4423-4425
[9]   Unsymmetrical diaryl sulfones and aryl vinyl sulfones through palladium-catalyzed coupling of aryl and vinyl halides or triflates with sulfinic acid salts [J].
Cacchi, S ;
Fabrizi, G ;
Goggiamani, A ;
Parisi, LM ;
Bernini, R .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) :5608-5614
[10]   Unsymmetrical diaryl sulfones through palladium-catalyzed coupling of aryl iodides and arenesulfinates [J].
Cacchi, S ;
Fabrizi, G ;
Goggiamani, A ;
Parisi, LM .
ORGANIC LETTERS, 2002, 4 (26) :4719-4721
12345678910