Croatica Chemica Acta (Jun 2016)

Clean and Green Synthesis of New Benzothiazole Derivatives via Electrochemical Oxidation of Catechol Derivatives

  • Mansour Arab Chamjangali,
  • Hassan Daneshinejad,
  • Mohammad Bakherad,
  • Mohsen Ameri

DOI
https://doi.org/10.5562/cca2582
Journal volume & issue
Vol. 89, no. 1
pp. 7 – 15

Abstract

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Electrochemical oxidation of the catechols 1a and 1b is studied in the presence of 6-methyl-2-thouracil (3b) and 6-propyl-2-thiouracil (3a) as nucleophiles in a phosphate buffer (0.15 mol L−1, pH = 6.8)/DMF (95:5) solution using cyclic voltammetry and controlled-potential coulometry. The results obtained indicate that the quinones derived from the catechols participate in 1,4-Michael-addition reactions with the nucleophiles to form the corresponding new benzothiazole compounds. In this work, we derive a variety of products with good yields using controlled potential at graphite electrodes in an undivided cell. This work is licensed under a Creative Commons Attribution 4.0 International License.