Cu(OAc)2 promoted Chan-Evans-Lam C-N cross coupling reactions on the N- and N'-nitrogen atoms of sulfonimidamides with aryl boronic acids

被引:24
|
作者
Nandi, Ganesh C. [1 ]
Kota, Sudhakar R. [1 ]
Govender, Thavendran [1 ]
Kruger, Hendrik G. [1 ]
Arvidsson, Per I. [1 ,2 ,3 ]
机构
[1] Univ KwaZulu Natal, Catalysis & Peptide Res Unit, Durban, South Africa
[2] Karolinska Inst, Dept Med Biochem & Biophys, Sci Life Lab, Stockholm, Sweden
[3] Karolinska Inst, Dept Med Biochem & Biophys, Div Translat Med & Chem Biol, Stockholm, Sweden
基金
新加坡国家研究基金会;
关键词
Sulfonimidamides; Aryl boronic acid; C-N cross coupling reactions; Cu(OAc)(2); Triethylamine; ARYLATION;
D O I
10.1016/j.tet.2014.06.122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a highly efficient and mild protocol for Chan-Evans-Lam C-N cross coupling of sulfonimidamides and aryl boronic acids using Cu(OAc)(2) as mediator, triethylamine (TEA) as base and acetonitrile as solvent. The reaction proceeds at room temperature and provides high to excellent yields for a variety of boronic acids, allowing N-arylation of both N-protected (N-amine nitrogen) and N-deprotected (N'-imine nitrogen) sulfonimidamides. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5428 / 5433
页数:6
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