Reported herein is the design and synthesis of new -perhalopyridin-4-yl hydroxylamines as shelf-stable and versatile amidyl-radical precursors. The novel amination reagents can be easily prepared via a single synthetic step from inexpensive commercially available starting materials using monoprotected HONH as amino source. The synthetic potency of the developed reagents was well demonstrated by direct amination of a series of quinoxalin-2(1)-ones and their analogues under photocatalytic conditions, even without any additive and photocatalysts.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.1c00064 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
The Diverse Binding Modes Explain the Nanomolar Levels of Inhibitory Activities Against 1-Deoxy-d-Xylulose 5-Phosphate Reductoisomerase from Exhibited by Reverse Hydroxamate Analogs of Fosmidomycin with Varying -Substituents.
Molecules
December 2024
School of Pharmacy, Kitasato University, Minato-ku, Tokyo 108-8641, Japan.
It is established that reverse hydroxamate analogs of fosmidomycin inhibit the growth of by inhibiting 1-deoxy-d-xylulose 5-phosphate reductoisomerase (DXR), the second enzyme of the non-mevalonate pathway, which is absent in humans. Recent biochemical studies have demonstrated that novel reverse fosmidomycin analogs with phenylalkyl substituents at the hydroxamate nitrogen exhibit inhibitory activities against DXR at the nanomolar level. Moreover, crystallographic analyses have revealed that the phenyl moiety of the -phenylpropyl substituent is accommodated in a previously unidentified subpocket within the active site of DXR.
View Article and Find Full Text PDFHepatocellular Carcinoma Cells in Humans Exhibit Resistance to Suberoylanilide Hydroxamic Acid (SAHA) Owing to the Diminished Level of Hsa-miR-125a-5p.
Chem Biol Drug Des
January 2025
Cardiovascular and Mitochondrial Related Disease Research Center, Hualien Tzu Chi Hospital, Buddhist Tzu Chi Medical Foundation, Hualien, Taiwan.
Hepatocellular carcinoma (HCC) presents an escalating public health challenge globally. However, drug resistance has emerged as a major impediment to successful HCC treatment, limiting the efficacy of curative interventions. Despite numerous investigations into the diverse impacts of hsa-miR-125a-5p on tumor growth across different cancer types, its specific involvement in chemotherapy resistance in HCC remains elusive.
View Article and Find Full Text PDFImproving sulforaphane content in broccoli sprouts by applying Se: transcriptome profiling and coexpression network analysis provide insights into the mechanistic response.
Physiol Plant
January 2025
College of Horticulture, Hunan Agricultural University, Changsha, China.
Sulforaphane (SF) is a sulfur (S)-containing isothiocyanate found in cruciferous vegetables and is known for its potent anticancer properties. Broccoli sprouts, in particular, are considered safe and healthy dietary choices due to their high SF content and other beneficial biological activities, such as enhanced metabolite ingestion. The application of selenium (Se) is an excellent approach to enhance the abundance of SF.
View Article and Find Full Text PDFProbing the Redox Reactivity of Alkyl Bound Astatine: A Study on the Formation and Cleavage of a Stable At-C Bond.
Inorg Chem
January 2025
Department of Chemistry, University of Alabama at Birmingham, Birmingham, Alabama 35294, United States.
The formation of a stable alkyl At-C bond occurs during the shipment of At on a 3-octanone-impregnated column and the reactivity of At stripped from columns has been studied. The At could not be recovered from the 3-octanone organic phase using nitric acid or sodium hydroxide, even up to 10 and 15.7 M, respectively.
View Article and Find Full Text PDFElectrosynthesis of Organonitrogen Compounds via Hydroxylamine-Mediated Cascade Reactions.
Angew Chem Int Ed Engl
January 2025
Hunan University, Chemical Engineering, Lushan South Road, 410082, Changsha, CHINA.
Hydroxylamine (NH2OH) is a key intermediate in the formation of numerous high value-added organonitrogen compounds. The traditional synthesis of NH2OH requires the use of precious metals under high temperature conditions, which leads to high cost, high energy consumption, and environmental pollution. The NH2OH-mediated cascade reaction integrates the electrochemical synthesis of NH2OH and the chemical synthesis of organonitrogen compounds, offering a facile, green, and efficient alternative.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!