O-甲基α-(取代苯氨基)烃基膦酸特丁基铵的合成与杀菌活性  

Synthesis and fungicidal activity of 2-methylpropan-2-aminium O-alkyl α-(substituted aniline)alkylphosphonate

作　　者：王海琴[1] 刘瑶 梁天 张莎莎 彭浩[1] 贺红武[1] WANG Haiqin;LIU Yao;LIANG Tian;ZHANG Shasha;PENG Hao;HE Hongwu(Key Laboratory of Pesticide&Chemical Biology of Ministry of Education,College of Chemitry,Central China Normal University,Wuhan 430079,China)

机构地区：[1]华中师范大学化学学院教育部农药与化学生物学重点实验室,武汉430079

出　　处：《华中师范大学学报（自然科学版）》2018年第5期650-654,704,共6页Journal of Central China Normal University：Natural Sciences

基　　金：国家自然科学基金项目(21472062)

摘　　要：为了研究α-(取代苯氨基)烃基膦酸酯衍生物的结构活性关系,以取代苯胺和取代苯甲醛为起始原料,经高氯酸镁催化,与亚磷酸二甲酯反应得到α-(取代苯氨基)烃基膦酸酯1,再与叔丁胺反应合成了11个未见文献报道的O-甲基α-(取代苯氨基)烃基膦酸特丁基铵2.通过1 H NMR,13 C NMR,IR,MS和元素分析对所合成的化合物进行了结构表征.初步的杀菌活性测试结果表明:大多数目标化合物具有较好的杀菌活性,并且其对真菌的防治效果优于对细菌的防治效果.在500mg/mL的剂量下,化合物2b和2f对番茄晚疫病的防效达到75%以上,略低于对照药剂烯酰吗啉.For the purpose of studying the structure-activity relationship ofα-(substituted aniline)alkylphosphonate derivatives,a series of novelα-(substituted aniline)alkylphosphonates(1)was synthesized with substituted aniline and substituted benzaldehydes as starting materials reacting with dimethyl phosphite catalyzed by magnesium perchlorate.Compounds 1 reacted with t-Bu-NH 2 to gain 2-methylpropan-2-aminium O-alkylα-(substituted aniline)alkylphosphonate(2).The structures of compounds 2 were confirmed by 1H NMR,13 C NMR,IR,MS and elemental analyses.Preliminary bioassay results indicated that most of the title compounds exhibited good fungicidal activities,and exhibited better inhibition activities against tested fungi than that against bacteria.Compounds 2b and 2f displayed more than 75%inhibition against Phytophthora infestans at 500 ppm,which was slightly lower than that of dimethomorph.

关 键 词：合成 膦酸盐 结构-活性关系 杀菌活性 

分 类 号：O626.2[理学—有机化学]