Palladium-Catalyzed Aminosulfonylation of Aryl Iodides by using Na2SO3 as the SO2 Source

被引:78
作者
Li, Wanfang [1 ]
Li, Haoquan [1 ]
Langer, Peter [1 ]
Beller, Matthias [1 ]
Wu, Xiao-Feng [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
关键词
Synthetic methods; Cross-coupling; Aminosulfonylation; Palladium; Sulfur; SULFUR-DIOXIDE INSERTION; EX-SITU; HALIDES; 3-COMPONENT; CARBONYLATION; ACCESS; SULFONAMIDE; DABSO; ACIDS; SCOPE;
D O I
10.1002/ejoc.201402212
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We realized an interesting palladium-catalyzed aminosulfonylation of aryl iodides by using Na2SO3 as a cheap SO2 source. In most cases, the yields were comparable to those reported by using the 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABCO2SO(2), DABSO) as the SO2 source.
引用
收藏
页码:3101 / 3103
页数:3
相关论文
共 41 条
[1]   SULFONE FORMATION DURING SULFINATION OF THE ALKYL GRIGNARD REAGENT [J].
ALLEN, P ;
REHL, WR ;
FUCHS, PE .
JOURNAL OF ORGANIC CHEMISTRY, 1955, 20 (09) :1237-1239
[2]  
[Anonymous], 2013, ANGEW CHEM, V125, P12911
[3]  
[Anonymous], 2014, ANGEW CHEM, V126, P2483
[4]  
[Anonymous], 2013, ANGEW CHEM, V125, P9945
[5]   Synthetic Routes of Sulfonamide Derivatives: A Brief Review [J].
Ashfaq, Muhammad ;
Shah, Syed Shoaib Ahmad ;
Najjam, Tayyaba ;
Shaheen, Salma ;
Rivera, Gildardo .
MINI-REVIEWS IN ORGANIC CHEMISTRY, 2013, 10 (02) :160-170
[6]  
Beller M., 2013, TRANSITION METAL CAT
[7]   Taming sulfur dioxide: a breakthrough for its wide utilization in chemistry and biology [J].
Bisseret, Philippe ;
Blanchard, Nicolas .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (33) :5393-5398
[8]   Palladium-Catalyzed N-Acylation of Monosubstituted Ureas Using Near-Stoichiometric Carbon Monoxide [J].
Bjerglund, Klaus ;
Lindhardt, Anders T. ;
Skrydstrup, Troels .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (08) :3793-3799
[9]   Modernized Low Pressure Carbonylation Methods in Batch and Flow Employing Common Acids as a CO Source [J].
Brancour, Celia ;
Fukuyama, Takahide ;
Mukai, Yu ;
Skrydstrup, Troels ;
Ryu, Ilhyong .
ORGANIC LETTERS, 2013, 15 (11) :2794-2797
[10]   Pd-Catalyzed Thiocarbonylation with Stoichiometric Carbon Monoxide: Scope and Applications [J].
Burhardt, Mia N. ;
Taaning, Rolf H. ;
Skrydstrup, Troels .
ORGANIC LETTERS, 2013, 15 (04) :948-951