Synthesis of bioactive 2-(2-(difluoromethoxy)aryl)benzo[d]thiazole derivatives via base-promoted one-pot process. Issue 35 (30th August 2019)

• Record Type: Journal Article
• Authors: Zeng, Huiping; Luo, Puying; Luo, Manling; Ding, Hao; Ding, Qiuping
• Is Part Of: Tetrahedron. Volume 75:Issue 35(2019)
• Publication Date: 2019-08-30
• Subjects: 2-arylbenzo[d]thiazoles -- O-difluoromethylation -- O-hydroxybenzaldehyde -- O-aminothiophenol -- Ethyl difluoroiodoacetate; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2019.130472
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A convenient synthesis of 2-(2-(difluoromethoxy)aryl)benzo[d]thiazoles from 2- ( o -hydroxyaryl)benzothiazoles and commercially available ethyl difluoroiodoacetate (ICF2 CO2 Et) is described. The transformation was amenable to a one-pot, sequential three-component protocol from o -hydroxybenzaldehyde, o -aminothiophenol, and ICF2 CO2 Et promoted by KOH. Additionally, some of the prepared compounds exhibited promising activity against human ovarian cancer cells. Graphical abstract: Image 1 Highlights: A new route for the synthesis of 2-(2-(difluoromethoxy)aryl)benzo[d]thiazoles. A one-pot, sequential three-component protocol. Exhibition promising activity against human ovarian cancer cells.