83490-71-5Relevant academic research and scientific papers
Design, synthesis, and biological evaluation of phenyloxadiazole derivatives as potential antifungal agents against phytopathogenic fungi
Li, Yitao,Yao, Wenqiang,Lin, Jian,Gao, Guoliang,Huang, Chang,Wu, Yang
, p. 121 - 135 (2021/01/05)
Abstract: A novel series of picarbutrazox-inspired oxadiazole hybrids was synthesized and the derivatives’ biological activity against phytopathogenic fungi was investigated. The molecules were designed by retaining the active fragment of tetrazolyl phenyloxime ether of lead compound picarbutrazox, while introducing the potentially active oxadiazole-derived fragment. Bioassay results revealed that some of the title compounds showed potent in vivo antifungal activities to control cucumber downy mildew. Therefore, this novel oxadiazole phenyloxadiazole derivative can be used as a potential antifungal agent to control cucumber downy mildew and other phytopathogenic fungi for crop protection. Graphic abstract: [Figure not available: see fulltext.].
Synthesis, fungicidal activity, and 3D-QSAR of tetrazole derivatives containing phenyloxadiazole moieties
Li, Yi-Tao,Yao, Wen-Qiang,Zhou, Si,Xu, Jun-Xing,Lu, Hui,Lin, Jian,Hu, Xiao-Yun,Zhang, Shao-Kai
supporting information, (2021/01/11)
In an effort to discover new agents with good fungicidal activities against CDM (cucumber downy mildew), a series of tetrazole derivatives containing phenyloxadiazole moieties were designed and synthesized. The EC50 values for fungicidal activities against CDM were determined. Bioassay results indicated that most synthesized compounds exhibited potential in vivo fungicidal activity against CDM. A CoMFA (comparative molecular field analysis) model based on the bioactivity was developed to identify some primary structural quality for the efficiency. The values of q2 and r2 for the established model were 0.791 and 0.982 respectively, which reliability and predict abilities were verified. Three analogues (q3, q4, q5) were designed and synthesized based on the model. All these compounds exhibited significant fungicidal activity on CDM with the EC50 of 1.43, 1.52, 1.77 mg·L?1. This work could provide a useful instruction for the further structure optimization.
Novel oxime derivative as well as preparation method and application thereof
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Paragraph 0122-0124, (2021/06/22)
The invention relates to a novel oxime derivative and a preparation method and application thereof, the novel oxime derivative has a structure as shown in formula (I), Q is optionally substituted phenyl, T is C1-6 alkyl substituted tetrazolyl, and A is th
Diphenyl ether-substituted oxime derivative and application thereof in agriculture
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Paragraph 0126-0127, (2021/06/22)
The invention relates to a diphenyl ether-substituted oxime derivative and application thereof in agriculture, the diphenyl ether-substituted oxime derivative has a structure as shown in formula (I), Q is phenyl, T is tetrazolyl, L is 1, 2, 4-oxadiazolyl
Oxime derivative and application thereof in agriculture
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Paragraph 0151-0152, (2021/06/22)
The invention relates to an oxime derivative and an application thereof in agriculture, the oxime derivative has a structure as shown in formula (I), and Ra, Rb, Rc, Rd and Re are respectively and independently hydrogen, halogen and the like; T is tetrazolyl, M is 1, 3, 4-oxadiazolyl, 1, 2, 4-oxadiazolyl, 1, 3, 4-thiadiazolyl, 1, 2, 4-thiadiazolyl, 1, 2, 4-triazolyl, 1, 3, 4-triazolyl and the like; A is phenyl or phenyl optionally substituted by 1, 2, 3, 4 or 5 selected from halogen, cyano, nitro, hydroxyl, C1-6 alkyl, C1-6 alkoxy, halogenated C1-6 alkyl and the like; the oxime derivative disclosed by the invention has the advantages of small dosage and high control effect on cucumber downy mildew, and can be further developed to be applied as a bactericide.
Amine-Mediated Bond Cleavage in Oxidized Lignin Models
Li, Hongji,Liu, Meijiang,Liu, Huifang,Luo, Nengchao,Zhang, Chaofeng,Wang, Feng
, p. 4660 - 4665 (2020/07/04)
Introducing amines/ammonia into lignin cracking will allow novel bond cleavage pathways. Herein, a method of amines/ammonia-mediated bond cleavage in oxidized lignin β-O-4 models was studied using a copper catalyst at room temperature, demonstrating the effect of the amine source on the selectivity of products. For primary and secondary aliphatic amines, lignin ketone models underwent oxidative Cα?Cβ bond cleavage and Cα?N bond formation to generate aromatic amides. For ammonia, the competition between oxygen and ammonia determined the selectivity between Cα?N and Cβ?N bond formation, generating amides and α-keto amides, respectively. For tertiary amines, the lignin models underwent oxidative Cα?Cβ bond cleavage to benzoic acids. Control experiments indicated that amines act as nucleophiles attacking at the Cα or Cβ position of the oxidized β-O-4 linkage to be cleaved. This study represents a novel example that the breakage of oxidized lignin model can be regulated by amines with a copper catalyst.
1, 3, 4-oxadiazole oxime derivative as well as preparation method and application thereof
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Paragraph 0121-0122, (2020/12/31)
The invention relates to a 1, 3, 4-oxadiazole oxime derivative as well as a preparation method and application thereof. Specifically, the present invention relates to a 1, 3, 4-oxadiazole oxime derivative represented by a formula (I) or a stereoisomer, nitrogen oxide or salt thereof represented by a formula (I), and a preparation method of the 1, 3, 4-oxadiazole oxime derivative, uses of the 1, 3,4-oxadiazole oxime derivative and the stereoisomer, nitrogen oxide or salt thereof as bactericides in agriculture, and forms of bactericide compositions thereof, as well as methods of controlling plant disease using these compounds or compositions; and A, R1, Ra, Rb, Rc, Rd, Re, T and x have the meanings described in the invention.
Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions
Sureshbabu, Popuri,Azeez, Sadaf,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar
, p. 11823 - 11838 (2019/10/02)
Conversion of a wide range of N-Boc amides to aryl ketones was achieved with Grignard reagents via chemoselective C(O)-N bond cleavage. The reactions proceeded under catalyst-free conditions with different aryl, alkyl, and alkynyl Grignard reagents. α-Ketoamide was successfully converted to aryl diketones, while α,β-unsaturated amide underwent 1,4-addition followed by C(O)-N bond cleavage to provide diaryl propiophenones. N-Boc amides displayed higher reactivity than Weinreb amides with Grignard reagents. A broad substrate scope, excellent yields, and quick conversion are important features of this methodology.
UV Assisted High-Efficient Synthesis of α-Ketoamides using Air Promoted by A Non-Metal Catalyst in Aqueous Solution
Li, Jianhui,He, Shaopo,Zhang, Kuan,Quan, Ziyi,Shan, Qiheng,Sun, Zhongliang,Wang, Bo
, p. 4868 - 4873 (2018/10/15)
Presented here is the first example of UV (λ=210 nm) promoted procedure proceeding in aqueous media at room temperature using ambient air as the oxidant for efficient synthesis of an array of α-ketoamides of all types using a non-metal catalyst N-iodosuccinimide with a loading of 20 mol%. With UV, oxygen in the air was efficiently utilized as the green oxidant, some control experiments were carried out and a plausible mechanism was proposed, disclosing that in aqueous solution, the oxidation process was actually triggered by dioxygen radical anion (O2.?), while not molecular oxygen. A variety of secondary amines and primary amines as well as ammonia were employed as the amine moieties, and the desired product primary-, secondary-, and tertiary α-ketoamides were afforded in good to excellent yields of up to 96 %.
Enantioselective Iridium-Catalyzed Hydrogenation of α-Keto Amides to α-Hydroxy Amides
Gu, Guoxian,Yang, Tilong,Yu, Ouran,Qian, Hua,Wang, Jiang,Wen, Jialin,Dang, Li,Zhang, Xumu
, p. 5920 - 5923 (2017/11/10)
A highly enantioselective iridium-catalyzed hydrogenation of α-keto amides to form α-hydroxy amides has been achieved with excellent results (up to >99% conversion and up to >99% ee, TON up to 100?000). As an example, this protocol was applied to the synthesis of (S)-4-(2-amino-1-hydroxyethyl)benzene-1,2-diol, the enantiomer of norepinephrine, which is widely used as an injectable drug for the treatment of critically low blood pressure. Density functional theory (DFT) calculations were also carried out to reveal the reaction mechanism.
