A One-Pot Approach to Pyridyl Isothiocyanates from Amines

Molecules

Hao Zhang¹  Rui-Quan Liu¹  Ke-Chang Liu¹  Qi-Bo Li¹  Qing-Yang Li¹ 

[1] Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China;

关键词: isothiocyanates;    bases;    iron(III) chloride;    pyridyl amines;    one-pot process;   

DOI  :  10.3390/molecules190913631

来源: mdpi

【 摘 要 】

A one-pot preparation of pyridyl isothiocyanates (ITCs) from their corresponding amines has been developed. This method involves aqueous iron(III) chloride-mediated desulfurization of a dithiocarbamate salt that is generated in situ by treatment of an amine with carbon disulfide in the present of DABCO or sodium hydride. The choice of base is of decisive importance for the formation of the dithiocarbamate salts. This one-pot process works well for a wide range of pyridyl ITCs. Utilizing this protocol, some highly electron-deficient pyridyl and aryl ITCs are obtained in moderate to good yields.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.