1418195-32-0Relevant articles and documents
An unexpected oxidative decarboxylation reaction of 2,3-dihydroxybenzoic acid in the synthesis of new dibenzyltetrahydroquinoxalinediones
Habibi, Davood,Nematollahi, Davood,Meshkinghalam, Sahereh,Varmaghani, Fahimeh
, p. 4361 - 4366 (2014)
Chemical and electrochemical oxidation of different catechols were carried out in the presence of N,N′-dibenzylethylenediamine (DBEDA) in a phosphate buffer/acetonitrile solution for the synthesis of different new dibenzyltetrahydroquinoxalinedione derivatives. The oxidation of catechol (1a), 2,3-dihydroxybenzoic acid (1e), and 3,4-dihydroxybenzoic acid (1d) led to the same product, probably due to the decarboxylation reaction of intermediates. An oxidative decarboxylation reaction of 3,4-dihydroxybenzoic acid (1d) has been reported before, while an unexpected oxidative decarboxylation reaction of 2,3-dihydroxybenzoic acid (1e) in the presence of DBEDA is reported for the first time.
An efficient electrochemical method for the synthesis of quinoxaline-dione derivatives from oxidation of catechols in the presence of N1, N 2-dibenzylethane-1,2-diamine
Dowlati, Bahram,Nematollahi, Davood,Othman, Mohamed Rozali
, p. G32-G36 (2013/07/25)
A series of 1,4-dibenzyl-1,2,3,4-tetrahydroquinoxaline-6,7-dione derivatives (6a-6c) were electrosynthesized. In the present work, electrochemical oxidation of catechols 1a-1d in the presence of the N 1,N2-dibenzylethane-1,2-diamine (3) as a nucleophile, has been studied in aqueous solutions using cyclic voltammetry and controlled-potential coulometry (CPC) methods. Various parameters such as the applied potential, pH of the electrolytic solution, cell configuration and also purification techniques, were carried out to optimize the yields of corresponding products. New quinoxaline-6,7-dione derivatives were synthesized in excellent yield using an electrochemical procedure coupled with a Schiff base as a facile, efficient and practical method.