Tetrahedron Letters ( IF 1.5 ) Pub Date : 2017-10-27 , DOI: 10.1016/j.tetlet.2017.10.068 Ashot V. Arzumanyan
The iron-catalyzed oxidative activation of the (O)CC bond in ketones has been developed. This method enables direct synthesis of esters by the reaction between ketones and alcohols via conversion of the (O)CC bond to the (O)CO bond. The reaction runs selectively: the (O)CCAlkyl bond is activated, while the (O)CCAryl bond remains intact (i.e., iron-catalyzed intermolecular anti-Baeyer-Villiger activation of the (O)CC bond). The reaction conditions are carefully optimized and allow the production of esters with yields of up to 95%. The method is based on the inexpensive and commercially available catalyst (FeCl3), oxidant ((NH4)2S2O8), and solvent (DCE) without using any ligands or additives.
中文翻译:
铁催化的C C键活化/ C O键形成:酮直接转化为酯
已经开发了酮中的(O)C C键的铁催化氧化活化。该方法能够通过(O)C C键至(O)C O键的转化,通过酮与醇之间的反应直接合成酯。该反应选择性地进行:(O)C C烷基键被活化,而(O)C C芳基键保持完整(即,铁催化的(O)C C键的分子间抗Baeyer-Villiger活化)。仔细优化了反应条件,并允许以最高95%的收率生产酯。该方法基于廉价且可商购的催化剂(FeCl 3),氧化剂((NH 4)2 S2 O 8)和溶剂(DCE),而无需使用任何配体或添加剂。