酰胺类杂环烯酮缩胺的合成  

Synthesis of Amide Class Heterocyclic Ketene Aminals

作　　者：罗大云[1] 崔时胜 胡兴梅[1] 林军[1] 严胜骄[1] 

机构地区：[1]云南大学化学科学与工程学院教育部自然资源药物化学重点实验室,昆明650091

出　　处：《有机化学》2017年第1期166-175,共10页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21362042;U1202221;21662042);云南省后备人才(No.2012HB001);云南大学青年英才计划(No.XT412003)资助项目~~

摘　　要：建立了以杂环烯酮缩胺(HKAs)为原料,用芳基异氰酸酯为酰化剂,实现杂环烯酮缩胺选择性酰化.通过该区域选择性反应简洁、快速地合成了一系具有潜在药理活性的酰胺类杂环烯酮缩胺化合物的方法.该方法以六元或七元环杂环烯酮缩胺1~2与芳基异氰酸酯4在1,4-二氧六环溶剂中室温下合成杂环烯酮缩胺α-碳选择性酰基化产物5~6,产率90%~98%;而五元环杂环烯酮缩胺3与芳基异氰酸酯4在1,4-二氧六环溶剂中碳酸铯催化室温下合成杂环烯酮缩胺选择性氮酰基化产物7,产率78%~93%.In this paper, a concise protocol for synthesis of possess potential pharmacological active amide class heterocyclic ketene aminals（HKAs） has been developed, which based on the six or seven-membered HKAs 1~2, using aryl isocyanate 4as acylation agent. The regioselective acylation reaction of HKAs in 1,4-dioxane at room temperature gave compounds 5~6with 90%~98% yields. However, the five-membered HKAs 3 and aryl isocyanate 4 reacted in 1,4-dioxane catalyzed by Cs_2CO_3 at room temperature to obtain compounds 7 in 78%~93% yields.

关 键 词：杂环烯酮缩胺 异氰酸酯 区域选择性 酰化反应 

分 类 号：O626[理学—有机化学]