Visible-light-promoted photocatalyst-free alkylation and acylation of benzothiazoles
Pengxing Jiang, Li Liu, Jiajing Tan, Hongguang Du
Abstract
Herein we report a protocol for the visible-light-mediated alkylation/acylation reaction of benzothiazoles. Alkyl/acyl substituted Hantzsch esters are easily prepared and rationally used as radical precursors. In the presence of BF3·Et2O and Na2S2O8, various benzothiazole derivatives were readily obtained in good yields. Our user-friendly protocol can proceed by simple irradiation with blue LEDs (λ = 465 nm) and without the assistance of external photocatalysts. The reaction is also characterized by mild conditions and scalability, thus offering an alternative and efficient tool for the synthesis of 2-functionalized benzothiazoles.
Topics & Concepts
AcylationAlkylationVisible spectrumPhotocatalysisChemistryPhotochemistryMedicinal chemistryOrganic chemistryMaterials scienceCatalysisOptoelectronicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods