Metal Triflate–Catalyzed Se-Se Bond Cleavage and the Selective Additions Under Mild Conditions
作者:Lei Yu、Lingfeng Ren、Rong Guo、Tian Chen
DOI:10.1080/00397911.2010.494813
日期:2011.7.1
Abstract Metal triflate–catalyzed Se-Se bond cleavage would generate selenyl cations, which could add to activated C=C double bond selectively. The reaction conditions were mild and could be easily handled. The cleavage of Se-Se bond in this novel way undermildconditions might expand the view of organic synthesis and facilitate new synthetic strategies.
Lewis Acid Catalyzed Reaction of Methylenecyclopropanes with 1,2-Diphenyldiselane or 1,2-Di-<i>p</i>-tolyldisulfane
作者:Lei Yu、Jundong Meng、Ling Xia、Rong Guo
DOI:10.1021/jo9006514
日期:2009.7.17
Catalyzed by Lewis acid, 1,2-diphenyldiselane or 1,2-di-p-tolyldisulfane could add to methylenecyclopropanes smoothly. Compared with the reported free radical additions, the results were quite different. A four-membered carbon ring was constructed to give cyclobutane-1,1-diylbis(phenylselane) derivatives or cyclobutane-1,1-diylbis(p-tolylsulfane) derivatives as products, which are useful intermediates in organic synthesis.
Iron salt, a cheap, highly efficient and environment-friendly metal catalyst for Se–Se bond cleavage and the further reaction with methylenecyclopropanes under mild conditions
FeCl3 was found to be a good catalyst in Se-Se bond cleavage. Further electrophilic additions to methylenecyclopropanes provide a convenient access to diphenylselenylcyclobutanes. Comparing with other Lewis acids, FeCl3 is much cheaper and the reaction conditions are milde and more tolerance to air and moisture. (C) 2010 Elsevier B.V. All rights reserved.
Ciufolini, Marco A.; Rivera-Fortin, M. Angelica; Zuzukin, Vladimir, Journal of the American Chemical Society, 1994, vol. 116, # 4, p. 1272 - 1277
作者:Ciufolini, Marco A.、Rivera-Fortin, M. Angelica、Zuzukin, Vladimir、Whitmire, Kenton H.