期刊文献+

Electrosynthesis of hydroquinonethioethers using electrochemical oxidation of hydroquinone in the presence of thiouracil derivatives 被引量:1

Electrosynthesis of hydroquinonethioethers using electrochemical oxidation of hydroquinone in the presence of thiouracil derivatives
原文传递
导出
摘要 Electrochemical oxidation of hydroquinone(1a) has been studied in the presence of 6-methyl-2-thiouracil(3a) and 6-propyl-2-thiouracil(3b) as nucleophiles in a DMF/buffer mixture,using cyclic voltammetry and controlled-potential coulometry.The results indicated that the p-quinone(2a) derived from 1a participates in a 1 4-Michael addition reaction with the thiouracil derivatives(3a–b) to form the corresponding hydroquinonethioether derivatives(6a–6b).The electrosynthesis of these compounds(6a–b) has been successfully performed on carbon rod electrodes in an undivided cell in good yield and purity. Electrochemical oxidation of hydroquinone(1a) has been studied in the presence of 6-methyl-2-thiouracil(3a) and 6-propyl-2-thiouracil(3b) as nucleophiles in a DMF/buffer mixture,using cyclic voltammetry and controlled-potential coulometry.The results indicated that the p-quinone(2a) derived from 1a participates in a 1 4-Michael addition reaction with the thiouracil derivatives(3a–b) to form the corresponding hydroquinonethioether derivatives(6a–6b).The electrosynthesis of these compounds(6a–b) has been successfully performed on carbon rod electrodes in an undivided cell in good yield and purity.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2014年第5期797-801,共5页 中国化学快报(英文版)
基金 Semnan University Research Council for financial supports of this work
关键词 Electrochemical oxidation Cyclic voltammetry Thiouracil derivatives 1 4-Michael addition Hydroquinonethioether Electrochemical oxidation Cyclic voltammetry Thiouracil derivatives 1 4-Michael addition Hydroquinonethioether
  • 相关文献

参考文献15

  • 1M.A. Ghanem, Electrocatalytic activity and simultaneous determination of catechol and hydroquinone at mesoporous platinum electrode, Electrochem. Commun. 9 (2007) 2501-2506.
  • 2N.Q. Ran, D.R. Knop, K.M. Draths, J.W. Frost, Benzene-free synthesis of hydroquinone, J. Am. Chem. Soc. 123 (2001) 10927-10934.
  • 3S.J. Li, Y. Xing, G.F.Wang,A graphene-based electrochemical sensor for sensitive and selective determination of hydroquinone, Microchim. Acta 176 (2012) 163-168.
  • 4S.S.H. Davarani, A.R. Fakhari, A. Shaabani, et al., A facile electrochemical method for the synthesis of phenazine derivatives via an ECECC pathway, Tetrahedron Lett. 49 (2008) 5622-5624.
  • 5D. Nematollahi, B. Dadpou, Electrochemical pyridination of hydroquinone in aqueous solution, Monatsh. Chem. 142 (2011) 1235-1239.
  • 6D. Nematollahi, A. Amani, E. Tammari, Electrosynthesis of symmetric and highly conjugated benzofuran via a unique ECECCC electrochemical mechanism: evidence for predominance of electrochemical oxidation versus intramolecular cyclization, J. Org. Chem. 72 (2007) 3646-3651.
  • 7A.R. Fakhari, H. Ahmara, S.S.H. Davarania, et al., Electro-organic synthesis of 2- amino-3-cyano-benzofuran derivatives using hydroquinonesandmalononitrile, Synth. Commun. 41 (2011) 561-568.
  • 8S.S.H. Davarania, D. Nematollahi, M. Shamsipur, et al., Electrochemical oxidation of 2,3-dimethybydroquinone in the presence of 1,3-dicarbonyl compounds, J. Org. Chem. 71 (2006) 2139-2142.
  • 9S. Shahrokhian, A. Hamzehloei, Electrochemical oxidation of catechol in the presence of 2-thiouracil: application to electro-organic synthesis? Electrochem. Commun. 5 (2003) 706-710.
  • 10D. Nematollahi, V. Hedayatfar, Diversity in electrochemical oxidation of dihydroxybenzenes in the presence of 1-methylindole, J. Chem. Sci. 123 (2011) 709- 717.

引证文献1

二级引证文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部