2-芳氧基-3-对氟苯基-3,5,6,7-四氢-4H-环戊二烯并[4,5]噻吩并[2,3-d]-嘧啶-4-酮衍生物的合成及其抑菌活性  

Synthesis and Bacteriostatic Activities of 2-Aryloxy-3-(4-fluorophenyl)-3,5,6,7-tetrahydro-4H-cyclopenta[4,5]thieno[2,3-d]-pyrimidin-4-ones

作　　者：廖全斌[1] 刘明国[1] 喻兰[1] 朱敏[1] 丁明武[2] 

机构地区：[1]三峡大学化学与生命科学学院天然产物研究与利用湖北省重点实验室,宜昌443002 [2]华中师范大学化学学院农药与化学生物学教育部重点实验室,武汉430079

出　　处：《有机化学》2009年第10期1582-1586,共5页Chinese Journal of Organic Chemistry

基　　金：天然产物研究与应用湖北省重点实验室开放研究基金(No.2006NP01);三峡大学自然科学基金(No.HY0803);湖北省教育厅自然科学研究(No.D20091301)资助项目

摘　　要：利用三组分氮杂Wittig反应,以三氢环戊二烯并噻吩基三苯基膦亚胺、对氟苯基异氰酸酯和酚,合成了13个未见文献报道的2-芳氧基-3-对氟苯基-3,5,6,7-四氢-4H-环戊二烯并[4,5]噻吩并[2,3-d]-嘧啶-4-酮衍生物,产率58%～73%.通过IR,1HNMR,MS和元素分析对目标化合物的结构进行了表征.初步探讨了所合成化合物的抑菌活性,结果显示所合成的化合物对真菌(桔青霉菌)的抑制活性优于对细菌的抑制活性.Thirteen new 2-aryloxy-3-（4-fluoropheny1）-3,5,6,7-tetrahydro-4H-cyclopenta[4,5]thieno[2,3-d]-pyrimidin-4-ones were synthesized in 58%-73% yields by aza-Wittig reaction of （4,5,6-trihydrocyclopentathiophen-2-ylimino）（triphenyl）phosphorane with 4-fluorophenyl iso-cyanate, and subsequent reaction with phenols. Their structures were confirmed by IR, ^1H NMR, MS techniques and elemental analyses. Their bacteriostatic activities were tested and the results showed that their bacteriostatic activities against fungus （Penicillium citrinum Thorn） were better than those against bacteria.

关 键 词：噻吩并嘧啶酮 氮杂WITTIG反应 合成 抑菌活性 

分 类 号：TQ463.53[化学工程—制药化工]