title: Switching regioselectivity of β-ketothioamides by means of iodine catalysis: synthesis of thiazolylidenes and 1,4-dithiines.
abstract: An efficient I2 -catalyzed synthesis of thiazolylidenes and 1,4-dithiines from β-ketothioamides (KTAs) has been developed by only controlling the amount of I2 that triggers different cascade reaction sequences by means of [3+2] or [3+3] cyclocondensation in a one-step process. A possible mechanistic proposal for these transformations is presented.
authors.affiliation: State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042 (P.R. China). wenlirong@qust.edu.cn.
authors.forename: Li-Rong
authors.initials: LR
authors.lastname: Wen
authors.forename: Lian-Bin
authors.initials: LB
authors.lastname: Men
authors.forename: Tao
authors.initials: T
authors.lastname: He
authors.forename: Guo-Jing
authors.initials: GJ
authors.lastname: Ji
authors.forename: Ming
authors.initials: M
authors.lastname: Li
mesh_terms: D002384:Catalysis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D008958:Models, Molecular; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013854:Thioamides / Q000737:chemistry*
chemical_list: D006571:Heterocyclic Compounds; D013457:Sulfur Compounds; D013844:Thiazoles; D013854:Thioamides; D007455:Iodine
keywords: amides; iodine; regioselectivity; synthetic methods; thiazolylidenes