Electrochemical oxidation of catechols in the presence of 4-mercapto-benzoic acid, to synthesis sulfanyl compounds and their biological studies. Issue 11 (18th March 2015)

• Record Type: Journal Article
• Authors: Khan, Zia Ul Haq; Khan, Arif Ullah; Chen, Yongmei; Khan, Shafiullah; Kong, Dandan; Tahir, Kamran; Khan, Faheem Ullah; Wan, Pingyu; Jin, Xin
• Is Part Of: Tetrahedron. Volume 71:Issue 11(2015)
• Page Start: 1674
• Page End: 1678
• Publication Date: 2015-03-18
• Subjects: Catechol -- 4-Mercapto-bezoic acid -- Electrochemical oxidation -- Michael reaction -- Antimicrobial activity; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2015.01.057
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Electrochemical oxidation of catechols in the presence of 4-mercapto-benzoic acid as nucleophile have been studied in aqueous acetate buffer solution using cyclic voltammetry and control potential coulometry. The cyclic voltammetric results showed that an electro oxidative/Michael type sequential reaction occurs between the 4-mercaptide anion and electrochemically generated o -bezoquinones leading to the corresponding products4a –4b .The mechanism electrochemical reaction is proved as an EC pathway using controlled-potential coulometry. The antimicrobial activity of these newly synthesized compounds were screened against Gram-positive and Gram-negative bacteria namely, Bacillus subtilis, Staphylococcus aureus, Escherichia coli. These newly syntheses compounds showed good antimicrobial activity. Graphical abstract: