含呋喃环膦酸酯衍生物的合成及除草活性  

Synthesis and herbicidal activity of phosphonate derivatives containing furan ring

作　　者：王威[1] 贺红武[2] 黄晓瑛[1] 王列平[1] 王储备[3] 屈应莲 WANG Wei;HE Hong-wu;HUANG Xiao-ying;WANG Lie-ping;WANG Chu-bei;QU Ying-lian(State Key Laboratory of Fluorine&Nitrogen Chemicals,Xi’an Modern Chemistry Research Institute,Xi’an 710065,China;Key Laboratory of Pesticide&Chemical Biology of Ministry of Education,College of Chemistry,Central China Normal University,Wuhan 430079,China;Institute of Energy and Fuel,Xinxiang University,Xinxiang 453000,China)

机构地区：[1]西安近代化学研究所,氟氮化工资源高效开发与利用国家重点实验室,陕西西安710065 [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,湖北武汉430079 [3]新乡学院能源与燃料研究所,河南新乡453000

出　　处：《化学研究与应用》2021年第9期1737-1743,共7页Chemical Research and Application

基　　金：国家重点研发计划项目(2017YFD0200506)资助;国家自然科学基金项目(21472062,21877047)资助。

摘　　要：以亚磷酸二乙酯和糠醛为原料,三乙胺做催化剂,经加成反应制得α-羟基膦酸酯,再经酯化反应制得8个含呋喃环新型膦酸酯衍生物II,采用^(1)H NMR、^(13)C NMR、^(31)P NMR、MS、IR以及元素分析对其进行了结构表征,并评价了除草活性和杀草谱。大部分目标化合物在150 g ai/ha剂量下对苘麻(Abutilon theophrasti)、反枝苋(Amaranthus retroflexus)和鳢肠(Eclipta prostrata)具有70~100%抑制活性。扩大杀草谱测试结果表明,化合物II-1和II-2在150 g ai/ha剂量下对部分杂草具有显著的抑制活性,与对照药剂草甘膦相当。Using diethyl phosphite and furfural as raw materials,triethylamine as catalyst,α-hydroxyphosphonate was produced by addition reaction.And then eight novel phosphonate derivatives containing furan II were synthesized by the reaction ofα-hydroxyphosphonate with substituted phenoxybutanoyl chloride.The structures of the target compounds were characterized by ^(1)H NMR,^(13)C NMR,^(31)P NMR,MS,IR and elemental analysis.Most of compounds II showed 70~100%inhibition against Abutilon theophrasti,Amaranthus retroflexus and Eclipta prostrata at 150 g ai/ha.A broad-spectrum test confirmed that compounds II-1 and II-2 were comparable with glyphosate against some of the tested weeds at 150 g ai/ha rate.

关 键 词：亚磷酸二乙酯 杂环化合物 呋喃基 合成 除草活性 

分 类 号：O627.51[理学—有机化学]