Abstract
2-Methylbenzene-1,4-diol was reacted with ethyl 3-oxobutanoate in concentrated sulfuric acid to generate 6- hydroxycoumarins (2a-b), which were milled with anhydrous K2CO3, aryl chloride under solvent-free conditions, resulting in the formation of C6-esterified coumarins (3a-ss) in good to excellent yields. The structures of all title compounds were confirmed by 1H NMR, MS and elementary analyses. The preliminary bioassay indicated some title compounds, such as 3f, 3h, 3m, 3t, 3u, 3x, 3aa, 3bb, 3ff, 3gg, 3ii, 3ll, and 3nn to have over 90% insecticidal activities against several insects at 100 mg/L.
Keywords: Coumarins, insecticidal activities, solvent-free, synthesis.
Letters in Drug Design & Discovery
Title:Solvent-Free Synthesis and Insecticidal Activities of C6-Esterified Coumarins
Volume: 11 Issue: 9
Author(s): Ying Xie, Zheng-Lin Lei and Yan-Ping Luo
Affiliation:
Keywords: Coumarins, insecticidal activities, solvent-free, synthesis.
Abstract: 2-Methylbenzene-1,4-diol was reacted with ethyl 3-oxobutanoate in concentrated sulfuric acid to generate 6- hydroxycoumarins (2a-b), which were milled with anhydrous K2CO3, aryl chloride under solvent-free conditions, resulting in the formation of C6-esterified coumarins (3a-ss) in good to excellent yields. The structures of all title compounds were confirmed by 1H NMR, MS and elementary analyses. The preliminary bioassay indicated some title compounds, such as 3f, 3h, 3m, 3t, 3u, 3x, 3aa, 3bb, 3ff, 3gg, 3ii, 3ll, and 3nn to have over 90% insecticidal activities against several insects at 100 mg/L.
Export Options
About this article
Cite this article as:
Xie Ying, Lei Zheng-Lin and Luo Yan-Ping, Solvent-Free Synthesis and Insecticidal Activities of C6-Esterified Coumarins, Letters in Drug Design & Discovery 2014; 11 (9) . https://dx.doi.org/10.2174/1570180811666140603003043
DOI https://dx.doi.org/10.2174/1570180811666140603003043 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Design, Synthesis and Structure-Activity Relationship Studies of Novel 4 (1-adamantyl) Phenyl Analogues as HIF-1α Inhibitors
Medicinal Chemistry Natural Compounds Therapeutic Features in Brain Disorders by Experimental, Bioinformatics and Cheminformatics Methods
Current Medicinal Chemistry The Role of Antihistamine Drugs in Allergic Disorders
Current Medicinal Chemistry - Anti-Inflammatory & Anti-Allergy Agents Using Cheminformatics for the Identification of Biological Functions of Small Molecules in Metabolic Pathway
Current Topics in Medicinal Chemistry Marine Peptides and Related Compounds in Clinical Trial+
Anti-Cancer Agents in Medicinal Chemistry New Therapeutic Approaches by Using Microorganism-Derived Compounds
Current Medicinal Chemistry Foreword
Coronaviruses Antioxidant Therapy in Critically Septic Patients
Current Drug Targets Strategies for Targeting the Multidrug Resistance-1 (MDR1)/P-gp Transporter in Human Malignancies
Current Cancer Drug Targets Effects of Acylhydrazone Derivatives on Experimental Pulmonary Inflammation by Chemical Sensitization
Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry Comparison of General Dietary and Lifestyle Habits Before and During COVID-19 among the Saudi Adult Population in Riyadh
Current Nutrition & Food Science Transplacental Transfer of Immunosuppressants and Biologics Used for the Treatment of Inflammatory Bowel Disease
Current Pharmaceutical Biotechnology Computational Molecular Modeling of Compounds from Amaryllidaceae Family as Potential Acetylcholinesterase Inhibitors
Current Bioactive Compounds A2A Receptor Ligands: Past, Present and Future Trends
Current Topics in Medicinal Chemistry Human Host Defense Peptides - Role in Maintaining Human Homeostasis and Pathological Processes
Current Medicinal Chemistry Uses of Cyclohexan-1,3-dione for the Synthesis of Thiazole, Pyrazole, Thiophene, Isoxazole and Pyran Derivatives with Antitumor Activities
Letters in Drug Design & Discovery WITHDRAWN: The Potential Role of Probiotics in the Management of COVID-19
Current Probiotics Angiotensin-Converting Enzyme 2 Roles in the Pathogenesis of COVID-19
Current Hypertension Reviews Pulmonary Arterial Hypertension in HIV-infected Patients
Current Hypertension Reviews The Search for Selective Ligands for the CB2 Receptor
Current Pharmaceutical Design