摘要
目的:发展一种由二级丙炔醇合成丙炔酮化合物的方法。方法:以四氢呋喃为溶剂,叔丁醇锂为碱,在碘单质的作用下,二级丙炔醇发生氧化反应合成了各种取代的丙炔酮化合物。结果:通过考察氧化剂、氧化剂用量、溶剂、碱及其用量对氧化反应效率的影响规律,确定出最佳反应条件为:以THF为溶剂,2.0当量的I_(2)作氧化剂,2.0当量的tBuOLi作为碱,室温反应6 h。氧化反应具有条件温和、操作简便、底物适用性广及绿色环保等优点。结论:以廉价易得的碘单质作为氧化剂实现了二级丙炔醇化合物的氧化脱氢反应,同时有效地合成了一系列取代的丙炔酮类衍生物。
Objective:To develop a method for the synthesis of propargyl ketone derivatives from secondary propargyl alcohols.Methods:Using tetrahydrofuran as solvent and lithium tert-butyl alcohol as base,various subs titute d propargyl ketones were synthesized by oxidation reaction of secondary propargyl alcohol in the presence of iodine.Results:By exploring the influence of oxidants,oxidant's dosages,solvents,bases and their dosages on the oxidation reaction efficiency,we determined the optimal reaction conditions as follows:2.0 equivalents of I_(2) as the oxidant,2.0 equivalents of lithium tert-butyl alcohol as the base,the reaction was conducted in THF at room temperature for 6 hours.This oxidation reaction has the advantages of mild reaction conditions,simple operation,broad substrate compatibility and environmentally friendly.Conclusion:The oxidized dehydrogenation of secondary pr opargyl alcohols were realized by using iodine as oxidant,and a series of substituted propargyl ketone derivatives were synthesized effectively.
作者
孙梦涵
罗婷婷
任飞扬
陈琳
赵媛
祝海涛
Sun Menghan;Luo Tingting;Ren Feiyang;Chen Lin;Zhao Yuan;Zhu Haitao(Baoji University of Arts and Sciences,Shaanxi,721000)
出处
《当代化工研究》
2024年第24期191-193,共3页
Modern Chemical Research
基金
2022年宝鸡文理学院大学生创新创业训练计划项目“Morita-Baylis-Hillman醇与碳亲核试剂的碳碳键形成反应研究”(项目编号:2022XJ106)。
关键词
丙炔酮
碘单质
氧化反应
丙炔醇
绿色氧化剂
propargyl ketones
iodine
oxidation reaction
propargyl alcohols
green oxidant
