Synthesis, structure and fungicidal activity of some new threoninamide carbamate derivatives

Du, Xiu‐Jiang; Peng, Xing‐Jie; Zhao, Ruiqi; Zhao, Wei‐Guang; Liu, Xinghai; Dong, Wen‐Kui

doi:10.1016/j.molstruc.2020.129398

Cited by 4 publications

(2 citation statements)

References 20 publications

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“…Notably, amino acids play a vital role in regulating plant resilience against stress factors [11,12]. Amino acids and their derivatives demonstrate insecticidal, fungicidal, and herbicidal properties at specific concentrations [13][14][15][16]. Extensive research has shown that numerous amino acids effectively impede the activity of various target enzymes within the biochemical metabolic pathways of weeds, fungi, and insects, thereby disrupting their vital functions [13].…”

Section: Introductionmentioning

confidence: 99%

Fungicidal and Stimulating Effects of Heteroleptic Copper Complex on the Germination and Phytosafety of Plants

Kabdrakhmanova,

Shaimardan

et al. 2023

J. Compos. Sci.

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At present, when the whole world is intensively switching to organic farming, the refusal or minimization of the usage of chemical plant protection products and synthesized fertilizers is a very urgent issue for the agro-industrial complex (AIC). Accordingly, the solution to the problems of increasing yields and ensuring the fight against pathogenic components should be carried out in accordance with the principles of “green” chemistry. In this regard, the usage of heteroleptic complexes based on carboxylic and amino acids with biogenic metals is dictated not only by their availability, low cost, and ability to increase crop yields but also by fungicidal activity, lower toxicity, and easy biodegradability, which lists them among the “green” and cost-effective plant biostimulants. In the present work, for the first time, a heteroleptic complex based on succinic acid and glycine, with the formula [Cu(succ)(gly)], was developed for usage as a fungicidal biostimulant, which has the ability to significantly reduce the number of pathogens. We found that this compound has a layered structure and was able to increase soybean germination up to 100%.

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Section: Introductionmentioning

confidence: 99%

Fungicidal and Stimulating Effects of Heteroleptic Copper Complex on the Germination and Phytosafety of Plants

Kabdrakhmanova,

Shaimardan

et al. 2023

J. Compos. Sci.

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“…In our previous work, some amino acid analogues [12][13][14][15][16][17] were designed and synthesized, including isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio) propan-2-yl)amino)butan-2-yl)carbamate diastereomers, which possessed good fungicidal activity. In this paper, isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy) phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate diastereomers were used as starting materials and their racemate was isolated.…”

Section: Introductionmentioning

confidence: 99%

Isolation, Synthesis, and Fungicidal Activity of Isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate Diastereomers against Phytophthora capsici

Tian

Gao

Peng

et al. 2022

Heteroatom Chemistry

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Two isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate diastereomers were isolated. Fungicidal activities indicated that the isolated four chiral compounds possessed excellent activity against P. capsici with the EC50 value of 4a (1.30 μg/mL), 4b (0.078 μg/mL), 4c (1.85 μg/mL), and 4d (44.4 μg/mL). Among them, compound 4b exhibited remarkably high activities against Phytophthora capsici, which is better than that of positive control dimethomorph. Its R and S isomers showed that chiral influences the activity against P. capsici.

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Synthesis of N-Phenylcarbamate by C–N Coupling Reaction without Metal Participation

Long¹,

Ablajan²

2023

Synthesis

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We have developed a new method for the synthesis of carbamates from amine and hydrazine formate. The reaction occurs in the presence of iodine and TBHP, in which carbazates are produced via alkoxycarbonyl radical formation for cross-coupling reaction. The method exhibits broad functional group tolerance and affords a series of N-phenylcarbamates in moderate to good yields. Remarkably, our approach is metal free and utilizes cheap, readily available raw materials and relatively universal substrates.

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Synthesis, structure and fungicidal activity of some new threoninamide carbamate derivatives

Cited by 4 publications

References 20 publications

Fungicidal and Stimulating Effects of Heteroleptic Copper Complex on the Germination and Phytosafety of Plants

Fungicidal and Stimulating Effects of Heteroleptic Copper Complex on the Germination and Phytosafety of Plants

Isolation, Synthesis, and Fungicidal Activity of Isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate Diastereomers against Phytophthora capsici

Synthesis of N-Phenylcarbamate by C–N Coupling Reaction without Metal Participation

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