Tetra-butyl Ammonium Iodide-Catalyzed Oxidative Dehydrogenation for the Selective Synthesis ofZ-β-Acylamino Enones

Abstract

A tetra-butyl ammonium iodide (TBAI)-catalyzed oxidative dehydrogenation of β-acylamino ketones for the synthesis of Z-β-acylamino enones has been developed. The present method has some distinct advantages such as mild conditions, high selectivity, readily available starting materials, and broad substrate scope. This method is also the first example of oxidative dehydrogenation with the use of TBAI/TBHP (tert-butyl hydroperoxide) oxidation system. Keywords iodide; catalytic dehydrogenation; β-acylamino enones; stereoselectivity β-酰胺基烯酮衍生物是有机化学中非常重要的结 构骨架, 存在于多种多样的天然产物中 [1] , 如 β-酰胺基 烯酮衍生物是有机化学中非常重要的结构骨架, 存在于 多种多样的天然产物中 [1] , 例如海葵毒素(palytoxin) [2a] , terpeptin [2b] , aspergillamides [2c] , chondriamides [2d]