Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines

被引:31
|
作者
Kim, Hee-Kwon [1 ,2 ]
Lee, Anna [3 ]
机构
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
[2] Chonbuk Natl Univ, Med Sch & Hosp, Biomed Res Inst, Mol Imaging & Therapeut Med Res Ctr,Dept Nucl Med, Jeonju 54907, Jeonbuk, South Korea
[3] Myongji Univ, Dept Chem, Yongin 17058, South Korea
关键词
PROTEASE INHIBITORS; ELEMENTAL SULFUR; DISCOVERY; AMIDES; ACETONITRILE; DERIVATIVES; DIPEPTIDES; CONVERSION; HYDROLYSIS; CONVENIENT;
D O I
10.1039/c6ob01290f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel one-pot synthesis of unsymmetrical ureas, carbamates and thiocarbamates from Cbz-protected amines has been developed. In the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, isocyanates are generated in situ, which facilitate rapid reaction with amines, alcohols, and thiols to afford the corresponding ureas, carbamates and thiocarbamates in high yields.
引用
收藏
页码:7345 / 7353
页数:9
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