Abstract

Carbon-fluorine bond fission has been coupled with C-S bond formation under metal-free conditions, which is seldom reported in the literature. The intramolecular C-S bond formation reaction takes place by fission of the carbon-fluorine bond in situ, and is believed to proceed through an SNAr mechanism. The approach represents a practical and atom-economical approach for regio­selective and metal-free cascade synthesis of substituted benzothiazoles. This one-pot, environmentally benign protocol involves 2-fluoroanilines, benzoyl chlorides and Lawesson’s reagent under microwave irradiation (5 min) or conventional thermal conditions (3 h).

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