title: Dual Roles of β-Oxodithioesters in the Copper-Catalyzed Synthesis of Benzo[e]pyrazolo[1,5-c][1,3]thiazine Derivatives.
abstract: A facile and efficient method for the chemoselective synthesis of benzo[e]pyrazolo[1,5-c][1,3]thiazine derivatives has been developed by tandem Ullmann coupling reactions of β-oxodithioesters (ODEs) with 3-(2-bromoaryl)-1H-pyrazoles in C-S bond formation manner, in which ODEs play dual roles as both a substrate and a ligand. A series of benzo[e]pyrazolo[1,5-c][1,3]thiazine derivatives were provided in good to excellent yields with CuI as the copper source in the presence of NaOH in CH3CN at 80 °C under a N2 atmosphere.
authors.affiliation: State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
authors.forename: Li-Rong
authors.initials: LR
authors.lastname: Wen
authors.affiliation: State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
authors.forename: Wen-Kui
authors.initials: WK
authors.lastname: Yuan
authors.affiliation: State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
authors.forename: Ming
authors.initials: M
authors.lastname: Li
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013843:Thiazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011720:Pyrazoles; D013438:Sulfhydryl Compounds; D013843:Thiazines; C000603737:benzo(e)pyrazolo(1,5-c)(1,3)thiazine; D003300:Copper