无溶剂超声辐射下琥珀酰亚胺磺酸镧催化合成3-取代吲哚衍生物  

Solvent-Free Synthesis of 3-Indole Derivatives Under Ultrasound Irradiation with Succinimide-N-Sulfonic Acid Lanthanum as Catalyst

作　　者：严楠[1,2] 熊云奎[2] 林春花[2] 雷志伟[2] 夏剑辉[1] 廖维林[1,2] 

机构地区：[1]江西师范大学国家单糖化学合成工程技术研究中心,江西南昌330027 [2]江西师范大学化工研发中心,江西南昌330027

出　　处：《精细化工》2014年第11期1406-1411,共6页Fine Chemicals

基　　金：国家科技支撑计划资助项目(2009BAI75B02);江西省研究生创新基金资助项目(YC2014)~~

摘　　要：该文报道在琥珀酰亚胺磺酸镧催化下,吲哚、芳香醛和2,2-亚戊基-1,3-二口恶烷-4,6-二酮在无溶剂条件下经超声辐射合成了10个5-[（3-吲哚基）-芳甲基]-2,2-亚戊基-1,3-二口恶烷-4,6-二酮衍生物（3-取代吲哚衍生物）。当催化剂用量为3%（即其物质的量与吲哚物质的量的百分数,下同）时,30℃反应20-60 min,收率为82.4%-98.5%。此外,还探讨了琥珀酰亚胺磺酸镧的催化机理。该方法具有反应条件温和、反应时间短、底物普适性好、收率高及对环境友好等优点。催化剂回收利用4次仍然保持很高的催化活性。In this paper, ten kinds of 5-[（Indol-3-yl）-arylmethyl]-2,2-pentamethylene -1,3-dioxane-4,6-dione derivatives （3-indole derivatives）were synthesized by the three component condensation reactions of indole with aromatic aldehydes and 2,2-pentamethylene -1,3-dioxane-4,6-dione using succinimide-N-sulfonic acid lanthanum as catalyst, without solvent under ultrasonic irradiation. The results indicate that the yield ranged from 82.4% to 98.5%,when using 3%（ the mole fraction of indole） succinimide-N-sulfonic acid lanthanum and reacting at 30℃ for 20-60min. In addition, the possible catalytic mechanism for the reaction catalyzed by succinimide-N-sulfonic acid lanthanum was proposed. The advantages of this protocol were mild reacions conditions, short reaction time, wide substrate scope, excellent yields and benign to environment, Furthermore, the catalyst could be recovered four times conveniently and reused efficiently.

关 键 词：2 2-亚戊基-1 3-二口恶烷-4 6-二酮 琥珀酰亚胺磺酸镧 三组分反应 超声辐射 精细化工中间体 

分 类 号：TQ463[化学工程—制药化工]