Iron(III)-Catalyzed Regioselective Synthesis of Electron-Rich Benzothiazoles from Aryl Isothiocyanates via C–H Functionalization
Bokka Srinivas, Kotari Shakeena, Durgeswari Lakkavarapu Kota, Valeti Abhinav, Pyla Eswar, Rongali Geetha Sravani, Anandam Sampath Pavan Kumar, Kiran Indukuri, Kumpatla Ayyappa Dhanaraju, Muthyala Murali Krishna Kumar, Santhosh Kumar Alla
Abstract
We report herein a direct synthetic route for the preparation of 2-arylbenzothiazoles using aryl isothiocyanates and electron-rich arenes. The synthetic route involves triflic acid promoted addition of the arenes to aryl isothiocyanates followed by FeCl 3 -catalyzed C–S bond formation via C–H functionalization. The approach provides the advantage of synthesis of benzothiazoles without the conventional use of aryl aldehyde/carboxylic acid precursors employing the less expensive iron(III) catalyst.
Topics & Concepts
ArylSurface modificationChemistryCatalysisRegioselectivityAldehydeCombinatorial chemistryTriflic acidOrganic chemistryPhysical chemistryAlkylCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions