期刊文献+

Potassium bromide or sodium chloride catalyzed acetoxyselenenylation of alkenes with diselenides and mCPBA

Potassium bromide or sodium chloride catalyzed acetoxyselenenylation of alkenes with diselenides and mCPBA
原文传递
导出
摘要 KBr or NaCl is found to be a good catalyst in Se-Se bond cleavage of diselenides in the present of the oxidant mCPBA.The electrophilic addition of the in situ generated reactive electrophilic selenium species PhSeX(X = Br,Cl) to alkenes in AcOH provides a convenient access to 2-acetoxy-1-selenides.Compared with other catalysts,KBr or NaCl is less expensive and more environment-friendly. KBr or NaCl is found to be a good catalyst in Se-Se bond cleavage of diselenides in the present of the oxidant mCPBA.The electrophilic addition of the in situ generated reactive electrophilic selenium species PhSeX(X = Br,Cl) to alkenes in AcOH provides a convenient access to 2-acetoxy-1-selenides.Compared with other catalysts,KBr or NaCl is less expensive and more environment-friendly.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2015年第9期1117-1120,共4页 中国化学快报(英文版)
关键词 Acetoxyselenenylation Diselenide Alkene Catalysis Acetoxyselenenylation Diselenide Alkene Catalysis
  • 相关文献

参考文献31

  • 1T. Wirth, Chiral selenium compounds in organic synthesis. Tetrahedron 55 (1999) 1-28.
  • 2T. Wirth, Organoselenium chemistry in stereoselective reactions, Angew. Chem. Int. Ed. 39 (2000) 3740-3749.
  • 3D.M. Freudendahl, S.A. Shahzad, T. Wirth, Recent advances in organoselenium chemistry, Eur. J. org. Chem. (2009) 1649-1664.
  • 4A.J. Mukherjee, S.S. Zade, H.B. Singh, et al., Organoselenium chemistry: role of intramolecular interactions, Chem. Rev. 110 (2010) 4357-4416.
  • 5R. Walter, J. Roy, Selenomethionine, a potential catalytic antioxidant in biological systems, J. Org. Chem. 36 (1971) 2561-2563.
  • 6G. Zeni, M.P. Stracke, CW. Nogueira, et al., Hydroselenation of alkynes by lithium butylselenolate: an approach in the synthesis of vinylic selenides, Org. Lett. 6 (2004) 1135-1138.
  • 7L Letavayova, V. Vlckova, J. Brozmanova, Selenium: from cancer prevention to DNA damage, Toxicology 227 (2006) 1-14.
  • 8P. Erkekog|u, W. Rachidi, O.G. Yuzugullu, et al., Evaluation of cytotoxicity and oxidative DNA damaging effects of di(2-ethylhexyl)-phthalate (DEHP) and mono(2-ethylhexyl)-phthalate (MEHP) on MA-10 Leydig cells and protection by selenium, Toxicol. Appl. Pharmacol. 248 (2010) 52-62.
  • 9H.E. Ganther, Selenium metabolism, selenoproteins and mechanisms of cancer prevention: complexities with thioredoxin reductase, Carcinogenesis 20 (1999) 1657-1666.
  • 10A. Hartwig, H. Blessing, T. Schwerdtle, et al., Modulation of DNA repair processes by arsenic and selenium compounds, Toxicology 193 (2003) 161 - 169.

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