(±)-茶螺烷酮的合成

Synthesis of (±)-Theaspirone

在超声辐射下,β-环柠檬醛与丙酮经加成反应制得中间体3;3经硼氢化钠还原、硫酸氢钾催化脱水环化、N-羟基邻苯二甲酰亚胺/乙酰丙酮亚钴(Ⅱ)[NHPI/Co(acac)2]催化氧化烯丙位碳合成了(±)-茶螺烷酮,总收率54.5%,其结构经1HNMR,IR,MS和元素分析表征。

Theaspirone was synthesized in an overall yield of 54.5% from β-cyclocitral by addition reaction with acetone under ultrasonic irradiation,then by reduction with sodium borohydride,cyclodehydration reaction in the presence of potassium bisulfate,and allylic oxidation with O2 catalyzed by N-hydroxyphthalimide（NHPI）combined with acetylacetone cobalt（Ⅱ）[Co（acac）2] system.The structures were characterized by 1H NMR,IR,MS and elemental analysis.