Metal-Free Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Ethers Leading to 2‑Substituted 3,4‑Dihydronaphthalenes
A novel metal-free oxidative ring-opening/cyclization of methylenecyclopropanes with ethers was established for the synthesis of diverse 2-substituted 3,4-dihydronaphthalenes with high selectivity and efficiency. This oxidative cyclization is achieved by C(sp3)-H functionalization, ring-opening, an...
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Veröffentlicht in: | Journal of organic chemistry 2017-07, Vol.82 (14), p.7394-7401 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A novel metal-free oxidative ring-opening/cyclization of methylenecyclopropanes with ethers was established for the synthesis of diverse 2-substituted 3,4-dihydronaphthalenes with high selectivity and efficiency. This oxidative cyclization is achieved by C(sp3)-H functionalization, ring-opening, and cyclization, and this method represents a new example of methylenecyclopropane oxidative cyclization with an aromatic carbon and a C(sp3)-H bond by simultaneously forming two new carbon–carbon bonds. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.7b00970 |