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An Efficient One-Pot Synthesis of 2-(Aryloxyacetyl)cyclohexane-1,3-diones as Herbicidal 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

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成果类型:
期刊论文
作者:
Wang, Da-Wei;Lin, Hong-Yan;He, Bo;Wu, Feng-Xu;Chen, Tao;...
通讯作者:
Yang, Wen-Chao;Yang, Guang-Fu
作者机构:
[Yang, Guang-Fu; Yang, Wen-Chao; Chen, Tao; Chen, Qiong; Wang, Da-Wei; Lin, Hong-Yan; Wu, Feng-Xu; He, Bo; Yang, WC; Yang, GF] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构:
[Yang, WC; Yang, GF; Yang, Guang-Fu] C
Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
语种:
英文
关键词:
*4-hydroxyphenylpyruvate dioxygenase;*herbicidal activity;*one-pot synthesis;*structure-activity relationship;*triketone
期刊:
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
ISSN:
0021-8561
年:
2016
卷:
64
期:
47
页码:
8986-8993
基金类别:
National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21332004, 21372094, 21672079]
机构署名:
本校为第一且通讯机构
院系归属:
化学学院
摘要:
4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is an important target for new bleaching herbicides discovery. As a continuous work to discover novel crop selective HPPD inhibitor, a series of 2-(aryloxyacetyl)cyclohexane-1,3-diones were rationally designed and synthesized by an efficient one-pot procedure using N,N′-carbonyldiimidazole (CDI), triethylamine, and acetone cyanohydrin in CH2Cl2. A total of 58 triketone compounds were synthesized in good to excellent yields. Some of the triketones displayed potent in vitro Arabidopsis thaliana HPPD (AtHPPD) inhibitory activity. 2-(...

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