Abstract
We report herein a straightforward and efficient route to prepare 1H-1,2,3-triazoles-linked to 2,3- dihydronaphtho[1,2-b]furan-4,5-dione in C-2 in a one-step reaction from readily available starting materials. We performed a one-step procedure from iodocyclization of 3-allyl-lawsone followed by a nucleophilic substitution reaction of the iodized product, and finally the Huisgen 1,3-dipolar cycloaddition reaction catalyzed by Cu(I) provide 1H-1,2,3-triazol-1-ylmethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diones.
Keywords: Quinones, nor-Lapachones, 1, 2, 3-triazoles, one-pot reactions.
Graphical Abstract
Current Organic Synthesis
Title:One-Step Synthesis of 1H-1,2,3-Triazol-1-Ylmethyl-2,3-Dihydronaphtho[1,2-b]furan- 4,5-Diones
Volume: 12 Issue: 5
Author(s): Ingrid C. Chipoline, Vitor F. Ferreira and Fernando de C. da Silva
Affiliation:
Keywords: Quinones, nor-Lapachones, 1, 2, 3-triazoles, one-pot reactions.
Abstract: We report herein a straightforward and efficient route to prepare 1H-1,2,3-triazoles-linked to 2,3- dihydronaphtho[1,2-b]furan-4,5-dione in C-2 in a one-step reaction from readily available starting materials. We performed a one-step procedure from iodocyclization of 3-allyl-lawsone followed by a nucleophilic substitution reaction of the iodized product, and finally the Huisgen 1,3-dipolar cycloaddition reaction catalyzed by Cu(I) provide 1H-1,2,3-triazol-1-ylmethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diones.
Export Options
About this article
Cite this article as:
Chipoline C. Ingrid, Ferreira F. Vitor and C. da Silva de Fernando, One-Step Synthesis of 1H-1,2,3-Triazol-1-Ylmethyl-2,3-Dihydronaphtho[1,2-b]furan- 4,5-Diones, Current Organic Synthesis 2015; 12 (5) . https://dx.doi.org/10.2174/157017941205150821125159
DOI https://dx.doi.org/10.2174/157017941205150821125159 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
- 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
-
Ultrasound-Targeted Delivery Technology: A Novel Strategy for Tumor- Targeted Therapy
Current Drug Targets Tumor Suppression by DNA Base Excision Repair
Mini-Reviews in Medicinal Chemistry Presence of Intratumoral Stem Cells in Breast Cancer Patients with or without BRCA Germline Mutations
Current Cancer Drug Targets Quantum Dot-Based Nanoprobes for In Vivo Targeted Imaging
Current Molecular Medicine Thalidomide: An Overview of its Pharmacological Mechanisms of Action
Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry Recent Developments of 18F-FET PET in Neuro-oncology
Current Medicinal Chemistry The Phosphoinositide 3-Kinase Pathway in Human Cancer: Genetic Alterations and Therapeutic Implications
Current Genomics Preoperative Functional Magnetic Resonance Imaging (fMRI) and Transcranial Magnetic Stimulation (TMS)
Current Medical Imaging MicroRNA Dysregulation in Gastric Cancer
Current Pharmaceutical Design An Insight into Drug Repositioning for the Development of Novel Anti-Cancer Drugs
Current Topics in Medicinal Chemistry Natural Products as Anti-Cancerous Therapeutic Molecules Targeted towards Topoisomerases
Current Protein & Peptide Science Targeting Epigenome As An Innovative Pharmacological Strategy For Castration-resistant Prostate Cancer
Clinical Cancer Drugs Protease-Activated Receptor 2: Are Common Functions in Glial and Immune Cells Linked to Inflammation-Related CNS Disorders?
Current Drug Targets Optimal Saturated Neuropilin-1 Expression in Normal Tissue Maximizes Tumor Exposure to Anti-Neuropilin-1 Monoclonal Antibody
Anti-Cancer Agents in Medicinal Chemistry The Tumor Stroma as Mediator of Drug Resistance - A Potential Target to Improve Cancer Therapy?
Current Pharmaceutical Biotechnology Design, Synthesis, Computational and Biological Evaluation of Two New Series of 1, 3- and 1,6-dihydroxy Xanthone Derivatives as Selective COX-2 Inhibitors
Letters in Drug Design & Discovery Imaging Reporters and Multimodal Molecular Bio-Imaging: A Database of Available Probes for Multi-Modality Bio-Imaging of Reporter Gene Expression
Recent Patents on Medical Imaging Immunotherapy with Tumor Vaccines for the Treatment of Malignant Gliomas
Current Drug Discovery Technologies A Review on Anti-urease Potential of Coumarins
Current Drug Targets Signal Transduction Therapy Targeting Apoptosis Pathways in Cancers
Current Signal Transduction Therapy