A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate

被引:145
作者
Munch, Henrik [1 ]
Hansen, Jon S. [1 ]
Pittelkow, Michael [1 ]
Christensen, Jorn B. [1 ]
Boas, Ulrik [1 ,2 ]
机构
[1] Univ Copenhagen, Dept Chem, DK-2100 Copenhagen, Denmark
[2] Tech Univ Denmark, Natl Vet Inst, DK-1790 Copenhagen, Denmark
关键词
isothiocyanate; di-tert-butyl dicarbonate; thiourea; amine;
D O I
10.1016/j.tetlet.2008.03.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkyl and aryl amines are converted smoothly to the corresponding isothiocyanates via the dithiocarbamates in good to excellent yields using di-tert-butyl dicarbonate (Boc(2)O) and 1-3 mol% of DMAP or DABCO as catalyst. As most of the byproducts are volatile, the work-up involves simple evaporation of the reaction mixture. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3117 / 3119
页数:3
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