无溶剂、无催化剂有效合成二苯基-2,4-氧杂-8,10-氮杂螺[5.5]十一烷-1,5,9-三酮衍生物  

Efficient One-Pot Synthesis of Diphenyl-2,4-dioxa-8,10-diazaspiro-[5.5]undecane-1,5,9-trione Derivatives under Solvent-Free and Catalyst-Free

作　　者：许招会[1] 周鹏[2] 林春花[1] 刘德永[1] 

机构地区：[1]江西师范大学化学化工学院,南昌330022 [2]南昌理工学院新能源与环境工程学院,南昌330029

出　　处：《有机化学》2016年第8期1948-1953,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20566004);江西省研究生创新基金(No.YC2015-B023)资助项目~~

摘　　要：在无溶剂和无催化剂条件下,以芳香醛、2,2-亚丁基-1,3-二噁烷-4,6-二酮或2,2-亚戊基-1,3-二噁烷-4,6-二酮和尿素为原料,经三组分反应合成了12种二苯基-2,4-氧杂-8,10-氮杂螺[5.5]十一烷-1,5,9-三酮衍生物.反应无溶剂污染,反应条件温和,收率为49%~63%.此外,还讨论了反应速度与取代基的关系,探讨了可能的缩合反应机理,并应用~1H NMR、^(13)C NMR、IR及ESI-MS等技术手段确定了产品的结构.Twelve kinds of diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane- 1,5,9-trione derivatives were synthesized by the three-component one-pot reaction of aromatic aldehydes with urea and 2,2-butylidene-1,3-dioxane-4,6-dione or 2,2-pentylidene-1,3-dioxane-4,6-dione under solvent-free and catalyst-free. The yields ranged from 49% to 63%. Its advantages were no solvent pollution and mild reaction conditions. Furthermore, a proposed reaction mechanism for this condensation reaction was speculated and the relationship between reaction speed and substituent groups was also described. All the compounds synthesized were confirmed by 1H NMR, 13C NMR, ESI-MS and IR techniques.

关 键 词：三组分反应 二苯基-2 4-氧杂-8 10-氮杂螺[5.5]十一烷-1 5 9-三酮 无溶剂 无催化剂 

分 类 号：O626[理学—有机化学]