title: Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines.
abstract: 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.
authors.affiliation: Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA and Department of Nuclear Medicine, Molecular Imaging and Therapeutic Medicine Research Center, Biomedical Research Institute, Chonbuk National University Medical School and Hospital, Jeonju, Jeonbuk 54907, Republic of Korea.
authors.forename: Hee-Kwon
authors.initials: HK
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Myongji University, Yongin 17058, Republic of Korea. annalee@mju.ac.kr.
authors.forename: Anna
authors.initials: A
authors.lastname: Lee
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D002219:Carbamates / Q000138:chemical synthesis*; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D017953:Isocyanates / Q000737:chemistry; D015394:Molecular Structure; D011725:Pyridines; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013859:Thiocarbamates / Q000138:chemical synthesis*; D014508:Urea / Q000138:chemical synthesis*
chemical_list: D000438:Alcohols; D000588:Amines; D002219:Carbamates; D017953:Isocyanates; D011725:Pyridines; D013438:Sulfhydryl Compounds; D013859:Thiocarbamates; C083126:2-chloropyridine; D014508:Urea