Abstract
Electrochemical oxidation of 4–methylesculetin has been studied in the presence of arylsulfinic acids as nucleophiles in aqueous/ acetonitrile solution mixture, using cyclic voltammetry and controlled-potential coulometry. The results indicate that the o-quinone derived from oxidation of 4–methylesculetin undergoes a 1,6–Michael addition reaction with unique selectivity, converts to the corresponding new sulfone derivative of esculetin. The reaction products were derived with good yields and excellent selectivity based on electrochemical oxidation under controlled potential conditions at a carbon electrode in an undivided cell.
Keywords: 4-Methylesculetin, 1, 6-Michael addition, arylsulfinic acids, cyclic voltammetry, electrochemical synthesis.
Current Organic Chemistry
Title:Electro-Organic Synthesis of New Esculetin Derivatives Based on 1,6-Conjugate Addition
Volume: 17 Issue: 8
Author(s): Hamid Salehzadeh, Mohammad Rafiee, Davood Nematollahi and Hadi Beiginejad
Affiliation:
Keywords: 4-Methylesculetin, 1, 6-Michael addition, arylsulfinic acids, cyclic voltammetry, electrochemical synthesis.
Abstract: Electrochemical oxidation of 4–methylesculetin has been studied in the presence of arylsulfinic acids as nucleophiles in aqueous/ acetonitrile solution mixture, using cyclic voltammetry and controlled-potential coulometry. The results indicate that the o-quinone derived from oxidation of 4–methylesculetin undergoes a 1,6–Michael addition reaction with unique selectivity, converts to the corresponding new sulfone derivative of esculetin. The reaction products were derived with good yields and excellent selectivity based on electrochemical oxidation under controlled potential conditions at a carbon electrode in an undivided cell.
Export Options
About this article
Cite this article as:
Salehzadeh Hamid, Rafiee Mohammad, Nematollahi Davood and Beiginejad Hadi, Electro-Organic Synthesis of New Esculetin Derivatives Based on 1,6-Conjugate Addition, Current Organic Chemistry 2013; 17 (8) . https://dx.doi.org/10.2174/1385272811317080010
DOI https://dx.doi.org/10.2174/1385272811317080010 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Journals
- 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
- Announcements
Related Articles
-
Recent Advances in Synthesis and Identification of Cyclic Peptides for Bioapplications
Current Topics in Medicinal Chemistry Midkine: A Promising Molecule for Drug Development to Treat Diseases of the Central Nervous System
Current Pharmaceutical Design Selective Cyclooxygenase-2 Inhibitors and Non-small Cell Lung Cancer
Current Medicinal Chemistry Mechanisms of Acquired Resistance to Tyrosine Kinase Inhibitors in Clear - Cell Renal Cell Carcinoma (ccRCC)
Current Signal Transduction Therapy Crohns Targeted Therapy: Myth or Real Goal?
Current Drug Discovery Technologies 2D, 3D, G-QSAR and Docking Studies of Thiazolyl-pyrazoline Analogues as Potent (Epidermal Growth Factor Receptor-tyrosine Kinase) EGFR-TK Inhibitors
Letters in Drug Design & Discovery Biomarkers of Protein Oxidation in Human Disease
Current Molecular Medicine Absorption, Disposition and Pharmacokinetics of Nanoemulsions
Current Drug Metabolism Ligand-Targeted Liposomes for Cancer Treatment
Current Drug Delivery Cannabinoids
Current Drug Targets - CNS & Neurological Disorders The Therapeutic Role of Taurine in Ischaemia-Reperfusion Injury
Current Pharmaceutical Design Hair Loss Prevention by a Scalp Cooling Device in Early Breast Cancer Patients: The Poliambulanza Preliminary Experience
Reviews on Recent Clinical Trials Brain Cancer: Implication to Disease, Therapeutic Strategies and Tumor Targeted Drug Delivery Approaches
Recent Patents on Anti-Cancer Drug Discovery Recent Evidence on the Role of Dietary PUFAs in Cancer Development and Prevention
Current Medicinal Chemistry New Organ-Specific Drug Strategies Interfering in Signaling Pathways: Kinase Inhibitors and Other New Developmental Drugs in HCC
Current Signal Transduction Therapy Application of Biological Study for Met Expression to Cancer Therapy
Anti-Cancer Agents in Medicinal Chemistry A Potential Anticancer Agent 1,2-di(quinazolin-4-yl)diselane
Letters in Drug Design & Discovery Recent Developments Towards Podophyllotoxin Congeners as Potential Apoptosis Inducers
Anti-Cancer Agents in Medicinal Chemistry Expression and Functions of Heat Shock Proteins in the Normal and Pathological Mammalian Eye
Current Molecular Medicine Preface
Current Pharmaceutical Design