An indium–TMSCl promoted reaction of diphenyl diselenide and diorganyl disulfides with aldehydes: novel routes to selenoacetals, thioacetals and alkyl phenyl selenides
作者:Brindaban C. Ranu、Amit Saha、Tanmay Mandal
DOI:10.1016/j.tet.2008.12.079
日期:2009.3
The reactions of diphenyl diselenide and dialkyl disulfides with aldehydes in the presence of In–TMSCl have been investigated. Aliphatic aldehydes provide the corresponding selenoacetals and aromatic aldehydes lead predominantly to benzyl phenyl selenides on reaction with diphenyl diselenide. However, the reaction of dimethyl disulfide and diphenyl disulfide with both aromatic and aliphatic aldehydes
研究了在In–TMSCl存在下二苯二硒化物和二烷基二硫化物与醛的反应。脂族醛提供相应的硒缩醛,而芳族醛在与二苯基二硒化物反应时主要导致苄基苯基硒化物。然而,二甲基二硫化物和二苯基二硫化物与芳族和脂族醛的反应均产生二硫缩醛。这提供了从醛合成硒缩醛,硫缩醛和硒化物的新途径。