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Synthesis of 2-phenylnaphthalenes from styryl-2-methoxybenzenes
- Source :
- Chemical communications (Cambridge, England). 50(81)
- Publication Year :
- 2014
-
Abstract
- A new simple and efficient method for the synthesis of 2-phenylnaphthalenes from electron-rich 1-styryl-2-methoxybenzenes has been described. The reaction proceeds via TFA catalyzed C–C bond cleavage followed by intermolecular [4+2]-Diels–Alder cycloaddition of an in situ formed styrenyl trifluoroacetate intermediate. The quantum chemical calculations identified the transition state for the cycloaddition reaction and helped in tracing the reaction mechanism. The method has been efficiently utilized for synthesis of the phenanthrene skeleton and a naphthalene-based potent and selective ER-β agonist.
- Subjects :
- Quantum chemical
Reaction mechanism
Cycloaddition Reaction
Intermolecular force
Metals and Alloys
General Chemistry
Phenanthrene
Anisoles
Naphthalenes
Photochemistry
Medicinal chemistry
Cycloaddition
Catalysis
Surfaces, Coatings and Films
Electronic, Optical and Magnetic Materials
chemistry.chemical_compound
chemistry
Metals
Materials Chemistry
Ceramics and Composites
Estrogen Receptor beta
Quantum Theory
Bond cleavage
Naphthalene
Subjects
Details
- ISSN :
- 1364548X
- Volume :
- 50
- Issue :
- 81
- Database :
- OpenAIRE
- Journal :
- Chemical communications (Cambridge, England)
- Accession number :
- edsair.doi.dedup.....30c0768d68a59505592048ad481394dc