Ciez Dariusz
Faculty of Chemistry, Jagiellonian University, 30-060 Kraków, Poland.
Org Lett. 2009 Oct 1;11(19):4282-5. doi: 10.1021/ol901637w.
A new and easy method for synthesis of symmetric pyrrole-2,5-dicarboxylate derivatives via a simple titanium(IV)-mediated oxidative dimerization of 2-azidocarboxylic esters is described. The process involves a transformation of titanium(IV) enolates into nonisolated 2-iminoesters, which undergo an oxidative coupling and ring closure to give the aromatic pyrrole system. A mechanism, scope and limitations of the new method are discussed.
描述了一种通过简单的2-叠氮基羧酸酯的钛（IV）介导的氧化二聚反应合成对称吡咯-2,5-二羧酸酯衍生物的新颖简便方法。该过程涉及将钛（IV）烯醇盐转化为非分离的2-亚氨基酯，其经过氧化偶联和闭环反应生成芳香吡咯体系。讨论了该新方法的机理、适用范围和局限性。
