Majireck Max M, Weinreb Steven M
Department of Chemistry, Pennsylvania State University, University Park, Pennsylvania 16802, USA.
J Org Chem. 2006 Oct 27;71(22):8680-3. doi: 10.1021/jo061688m.
[3 + 2]-Cycloadditions of alkyl azides with various unsymmetrical internal alkynes in the presence of CpRuCl(PPh3)2 as catalyst in refluxing benzene have been examined, leading to 1,4,5-trisubstituted-1,2,3-triazoles. Whereas alkyl phenyl and dialkyl acetylenes undergo cycloadditions to afford mixtures of regioisomeric 1,2,3-triazoles, acyl-substituted internal alkynes react with complete regioselectivity. In addition, propargyl alcohols and propargyl amines were found to react with azides to afford single regioisomeric products.
在回流苯中，以CpRuCl(PPh₃)₂为催化剂，研究了烷基叠氮化物与各种不对称内炔烃的[3 + 2]环加成反应，生成1,4,5-三取代-1,2,3-三唑。烷基苯基乙炔和二烷基乙炔进行环加成反应，得到区域异构体1,2,3-三唑的混合物，而酰基取代的内炔烃则以完全的区域选择性进行反应。此外，发现炔丙醇和炔丙胺与叠氮化物反应生成单一的区域异构体产物。
