2-(2,2-二甲基-2,3-二氢苯并呋喃-5-基)-2-(1,2,4-三唑-1-甲基)-1,3-二氧戊环的合成与杀菌活性  

Synthesis and Fungicidal Activity of 2-(2,2-Dimethyl-2,3-dihydrobenzofuran-5-yl)-2-(1,2,4-triazole-1-methyl)-1,3-dioxolane

作　　者：李婉[1] 唐建刚[1] 胡艾希[1] 叶姣[1] 杨子辉[1] 欧晓明[2] 

机构地区：[1]湖南大学化学化工学院,长沙410082 [2]湖南化工研究院,长沙410007

出　　处：《有机化学》2014年第11期2272-2278,共7页Chinese Journal of Organic Chemistry

基　　金：国家科技部科技支撑计划(No.2011BAE06B01)资助项目~~

摘　　要：以对羟基苯乙酮为原料,经醚化、Claisen重排、环合得2,2-二甲基-5-乙酰基-2,3-二氢苯并呋喃(4a).2,2-二甲基-5-乙酰基-2,3-二氢苯并呋喃(4a^4c)经卤代、缩酮化、取代反应得12种2-(2,2-二甲基-2,3-二氢苯并呋喃-5-基)-2-(1,2,4-三唑-1-甲基)-1,3-二氧戊环(1a^1l).化合物经NMR,元素分析等确证结构,并测试了其对7种植物病菌的抑制活性,结果显示化合物1a,1b,1e,1f,1g和1l对油菜菌核病菌的抑制率均大于70%(25 mg/L),化合物1a和1b对小麦白粉病菌杀灭活性较好,抑制率均为80.0%(500 mg/L).Benzofuran and 1,2,4-triazole have been rewarded with much priority for their broad spectrum of biological activi-ties, especially in the agricultural field. In this specific domain, they have always been used as fungicides, pesticide and plant growth regulators etc. Consequently, a series of new compounds containing 1,2,4-triazole, 1,3-dioxolane and benzofuran moieties were designed and synthesized. 1-（2,2-Dimethyl-2,3-dihydrobenzofuran-5-yl）ethanone （4a） were prepared from 1-（4-hydroxyphenyl）ethanone in three steps. Subsequently, 2-（2,2-dimethyl-2,3-dihydrobenzofuran-5-yl）-2-（1,2,4-triazol-1-methyl）-1,3-dioxolane （1a^1l） were synthesized from compounds 4a^4c. All compounds were verified by NMR and ele-mental analysis. Additionally, their fungicidal activities were evaluated against 7 kinds of crop fungus. The compounds 1a, 1b, 1e, 1f, 1g and 1l had relatively good inhibitory activity against Sclerotonia sclerotiorum, and the inhibitory rate were above 70%at 25 mg/L. Meanwhile, compounds 1a and 1b possessed potent inhibitory activity （80%） against Blumeria graminis at 500 mg/L.

关 键 词：1 3-二氧戊环 2 2-二甲基-2 3-二氢苯并呋喃 1 2 4-三唑 杀菌活性 

分 类 号：O626[理学—有机化学] TQ450.1[理学—化学]