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Visible-light-promoted photocatalyst-free alkylation and acylation of benzothiazoles.
Jiang, Pengxing; Liu, Li; Tan, Jiajing; Du, Hongguang.
Affiliation
  • Jiang P; Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology (BUCT), Beijing 100029, China. dhg@mail.buct.edu.cn tanjj@mail.buct.edu.cn.
  • Liu L; Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology (BUCT), Beijing 100029, China. dhg@mail.buct.edu.cn tanjj@mail.buct.edu.cn.
  • Tan J; Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology (BUCT), Beijing 100029, China. dhg@mail.buct.edu.cn tanjj@mail.buct.edu.cn.
  • Du H; Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology (BUCT), Beijing 100029, China. dhg@mail.buct.edu.cn tanjj@mail.buct.edu.cn.
Org Biomol Chem ; 19(20): 4487-4491, 2021 May 26.
Article in En | MEDLINE | ID: mdl-33960996
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.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2021 Document type: Article Country of publication: United kingdom

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2021 Document type: Article Country of publication: United kingdom