Electrochemical synthesis of hydroxy-thioxo-imidazole carboxylates: an experimental and theoretical study. (3rd March 2020)

• Record Type: Journal Article
• Authors: Sbei, Najoua; Said, Ridha Ben; Rahali, Seyfeddine; Beya, Haouas; Al-Ayed, Abdullah S.; Al Mogren, Muneerah Mogren; Benkhoud, Mohamed Lamin; Seydou, Mahamadou
• Is Part Of: Journal of sulfur chemistry. Volume 41:Number 2(2020)
• Page Start: 117
• Page End: 129
• Publication Date: 2020-03-03
• Subjects: Hydroxy-thioxo-imidazole carboxylate -- electrogenerated base: EGB -- thioureas -- diazirine-3, 3-dicarboxylate -- density functional theory; Sulfur -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.72305
• DOI: 10.1080/17415993.2019.1694679
• Languages: English
• ISSNs: 1741-5993

Abstract

ABSTRACT: We report here the facile synthesis of a new series of hydroxy-thioxo-imidazole carboxylates in good yields using the cyanomethyl anion as an electrogenerated base which is formed when dry acetonitrile is electrolyzed at constant current, followed by addition of different thioureas and diazirine-3, 3-dicarboxylate. The mechanism of the reaction, NMR shifts and IR are discussed and compared to density functional theory calculations. GRAPHICAL ABSTRACT: