Direct Reductive N‐Alkylation of Amines with carboxylic Esters DOI
Yuxuan Zhang, Emmanuel Mintah Bonku, Xingbang Yang

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 29, 2024

Abstract We report herein a facile direct method for the reductive N ‐alkylation of amines with carboxylic esters, using tert ‐butylmagnesium chloride ( t ‐BuMgCl) as mediator and Red‐Al reducing agent. The amidation esters ‐BuMgCl generates intermediate amides. Subsequently, without need isolation or purification, these intermediates reacted in same reaction flask to generate up 90 % yield. This process is characterized by rapid time, quantitative conversion, broad ester scope various functional groups. Notably, this enables successful transformation amine produce cariprazine, pivotal antipsychotic drug substance.

Язык: Английский

Synthesis of paeonol hydrazone derivatives and their anti‐oomycete, anti‐fungal, and nematicidal activities DOI
Mei Hu, Xiaolong Guo, Yuee Tian

и другие.

Pest Management Science, Год журнала: 2024, Номер 80(11), С. 5746 - 5758

Опубликована: Июль 14, 2024

The natural product paeonol is a rich and sustainable bioresource, its derivatives have various unique biological efficacy. As well known, Schiff bases are class of organic compounds with wide range activities, including anti-fungal, insecticidal, anti-viral, nematicidal.

Язык: Английский

Процитировано

8

3-Furoic Acid from Sea-Derived Aspergillus luchuensis Hy-6 as a Valuable Lead Compound against Plant-Parasitic Nematodes in Cucumber DOI
Linsong Wang, Kun Gao, Zhongwei Wang

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер 73(6), С. 3468 - 3482

Опубликована: Янв. 31, 2025

Root-knot nematodes pose a significant threat to crop growth and yield, thereby impacting global food security. Here, the sea-derived Aspergillus luchuensis hy-6 was identified as producer of 3-furoic acid by liquid chromatography-mass spectrometry. Low doses acid, an acidic compound with strong nematicidal activity, can reduce motility, lifespan, egg hatchability in dose-dependent manner. Additionally, found affect chemotaxis Meloidogyne incognita toward cucumber decreasing root's attractive activity nematodes. Metabolomic analyses indicated that functional abnormalities lipid metabolism may represent critical molecular mechanism underlying severe metabolic dysfunction. Importantly, enhancement control efficacy achieved through simple structural modification, particularly pent-4-en-1-yl furan-3-carboxylate (A1), which superior acid. These findings validated potential promising lead development eco-friendly nematicides.

Язык: Английский

Процитировано

0

Design, Synthesis, Nematicidal Activity Evaluation, and Mode of Action Study of Novel Trifluorobutene Ester Derivatives as Potential Nematicides DOI
Cheng Liu, Yadi Chen, Zhong Li

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 23, 2025

Crop protection globally is under threat from infections caused by plant-parasitic nematodes (PPNs). PPNs can wreak havoc on agricultural production. However, only limited nematicides are currently available, and the growing resistance problem a concern; therefore, novel urgently needed. Thirty-three trifluorobutene ester derivatives were synthesized, then their biological activity against Meloidogyne incognita was tested in this study. Among them, nine compounds exhibited excellent vitro bioactivity M. incognita; LC50/72h values reached 1.77-3.95 mg/L. In addition, derivative of active compound above containing piperazine ring significant vivo with an inhibition rate 77.3% at 1.25 mg/L matrix. The structure-activity relationships (SARs) all synthesized analyzed, further comparative molecular field analysis (CoMFA) calculated to discuss SAR profile. preliminary mechanisms action study suggested that some had great inhibitory effect egg hatching, motility, feeding ability, growth Caenorhabditis elegans. Meanwhile, effects biochemical indices related oxidative stress indicated two could significantly promote induce toxicity through damage.

Язык: Английский

Процитировано

0

Design, Synthesis, and Acaricidal Activity of 2,5-Diphenyl-1,3-oxazoline Compounds DOI Creative Commons
Yuming Chen,

Jiarui Tian,

Yuhao Tan

и другие.

Molecules, Год журнала: 2024, Номер 29(17), С. 4149 - 4149

Опубликована: Авг. 31, 2024

By using a scaffold hopping/ring equivalent and intermediate derivatization strategies, series of compounds 2,5-diphenyl-1,3-oxazoline with substituent changes at the 5-phenyl position were prepared, their acaricidal activity was studied. However, synthesized 2,5-diphenyl-1,3-oxazolines showed lower against mite eggs larvae compared to 2,4-diphenyl-1,3-oxazolines same substituents. We speculate that there is significant difference in spatial extension direction substituents between two skeletons compounds, resulting differences ability bind potential target chitin synthase 1. This work helpful inferring internal structure binding pockets.

Язык: Английский

Процитировано

0

Direct Reductive N‐Alkylation of Amines with carboxylic Esters DOI
Yuxuan Zhang, Emmanuel Mintah Bonku, Xingbang Yang

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 29, 2024

Abstract We report herein a facile direct method for the reductive N ‐alkylation of amines with carboxylic esters, using tert ‐butylmagnesium chloride ( t ‐BuMgCl) as mediator and Red‐Al reducing agent. The amidation esters ‐BuMgCl generates intermediate amides. Subsequently, without need isolation or purification, these intermediates reacted in same reaction flask to generate up 90 % yield. This process is characterized by rapid time, quantitative conversion, broad ester scope various functional groups. Notably, this enables successful transformation amine produce cariprazine, pivotal antipsychotic drug substance.

Язык: Английский

Процитировано

0