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Catalytic Intramolecular Cyclization of Alkynyl Cyclic Acetals via Chemoselective Activation Leading to a Phenanthrene Core
https://gifu-pu.repo.nii.ac.jp/records/14710
https://gifu-pu.repo.nii.ac.jp/records/14710eddc13ce-e625-497f-b95d-4f51bb65bea6
| Item type | 研究室原著論文(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2023-03-08 | |||||
| タイトル | ||||||
| タイトル | Catalytic Intramolecular Cyclization of Alkynyl Cyclic Acetals via Chemoselective Activation Leading to a Phenanthrene Core | |||||
| タイトル | ||||||
| タイトル | Catalytic Intramolecular Cyclization of Alkynyl Cyclic Acetals via Chemoselective Activation Leading to a Phenanthrene Core | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
| 資源タイプ | journal article | |||||
| アクセス権 | ||||||
| アクセス権 | metadata only access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_14cb | |||||
| 抄録 | ||||||
| 値 | An intramolecular cyclization reaction of alkynyl cyclic acetals to synthesize various phenanthrene derivatives in the presence of silver triflate (AgOTf) or boron trifluoride etherate (BF3·OEt2) as catalysts has been developed. By using AgOTf or BF3·OEt2 appropriately depending on the substituents various alkynyl cyclic acetals were converted to the corresponding phenanthrene derivatives. Investigations of reaction mechanisms, X-ray structure of the product, and computational density functional theory (DFT) study suggested that the reaction proceeds via alkyne activation (π-activation) or acetal activation (σ-activation) pathways based on π- or σ-Lewis acidities. | |||||
| 書誌情報 |
en : Bulletin of the Chemical Society of Japan 巻 95, 号 5, p. 735-742, 発行日 2022 |
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| DOI | ||||||
| 値 | 10.1246/bcsj.20220036 | |||||
