Copper(II) chloride promoted transformation of amines into guanidines and asymmetrical N,N′-disubstituted guanidines

被引:18
|
作者
Kelly, Brendan [1 ]
Rozas, Isabel [1 ]
机构
[1] Univ Dublin Trinity Coll, Sch Chem, Trinity Biomed Sci Inst, Dublin 2, Ireland
关键词
Guanidine; Copper chloride; N; N'-Disubstituted guanidine; 2-Aminoimidazoline; 2-AMINOIMIDAZOLINE AROMATIC DERIVATIVES; ALPHA(2)-ADRENOCEPTOR ANTAGONISTS; GUANYLATION; REAGENT;
D O I
10.1016/j.tetlet.2013.05.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We present a concise, less-toxic and broadly applicable method for coupling weakly nucleophilic amines with N,N'-di-(tert-butoxycarbonyl)thiourea, N-(tert-butxoycarbonyl), N'-alkyl/arylsubstituted-thioureas and N,N'-di-(tert-butoxycarbonyl)imidazolidine-2-thione in the presence of copper(II) chloride. Subsequent removal of Boc protecting groups affords guanidines, di-substituted guanidines and 2-aminoimidazolines in modest to excellent overall yields. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3982 / 3984
页数:3
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