title: A one-pot approach to pyridyl isothiocyanates from amines.
abstract: 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.
authors.affiliation: Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China. cauzhanghao@cau.edu.cn.
authors.forename: Hao
authors.initials: H
authors.lastname: Zhang
authors.affiliation: Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China. liuruiquan@cau.edu.cn.
authors.forename: Rui-Quan
authors.initials: RQ
authors.lastname: Liu
authors.affiliation: Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China. lkc@cau.edu.cn.
authors.forename: Ke-Chang
authors.initials: KC
authors.lastname: Liu
authors.affiliation: Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China. liqingyang@cau.edu.cn.
authors.forename: Qi-Bo
authors.initials: QB
authors.lastname: Li
authors.affiliation: Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China. liqingyang@cau.edu.cn.
authors.forename: Qing-Yang
authors.initials: QY
authors.lastname: Li
authors.affiliation: Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China. shangzho@cau.edu.cn.
authors.forename: Shang-Zhong
authors.initials: SZ
authors.lastname: Liu
mesh_terms: D000588:Amines / Q000737:chemistry; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry; D005290:Ferric Compounds / Q000737:chemistry; D017879:Isothiocyanates / Q000138:chemical synthesis*; D011725:Pyridines / Q000138:chemical synthesis*
chemical_list: D000588:Amines; D002712:Chlorides; D005290:Ferric Compounds; D017879:Isothiocyanates; D011725:Pyridines; C024555:ferric chloride