Intramolecular cyclization of phenol derivatives with C C double bond in a side chain
| Autor: | Kentaro Hamashima, Yohei Oe, Yoshihiko Ito, Isao Furukawa, Tetsuo Ohta, Risa Kato, Yohei Kataoka |
|---|---|
| Rok vydání: | 2007 |
| Předmět: |
chemistry.chemical_classification
Double bond Organic Chemistry chemistry.chemical_element Ether Biochemistry Medicinal chemistry Copper Catalysis Inorganic Chemistry Claisen rearrangement chemistry.chemical_compound chemistry Yield (chemistry) Materials Chemistry Side chain Phenol Physical and Theoretical Chemistry |
| Zdroj: | Journal of Organometallic Chemistry. 692:691-697 |
| ISSN: | 0022-328X |
| Popis: | Intramolecular cyclization of phenol derivatives with C C double bond on a side chain was examined using copper and silver catalyst. For example, 2-allylphenol ( 1a ) was converted to 2,3-dihydro-2-methylbenzofuran ( 2a ) in 70% yield using Cu(OTf) 2 or in 90% yield using AgClO 4 . This catalysis was applied to cyclization of 2-allylphenol derivatives, 2-(3-butenyl)phenol, benzoic acids with C C double bond, 2-allyl- N -tosylaniline, and 2-(3-butenyloxy)phenol. Furthermore, allyl phenyl ether was converted to 2a via Claisen rearrangement and cyclization. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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