A Sc(OTf) 3 -catalyzed one-pot two-step approach for spiro-oxindole dihydropyridine derivatives initiated by N -olefination of MBH carbonates

A series of polyfunctionalized spiro-oxindole dihydropyridine frameworks have been synthesized via an efficient Sc 3+ -catalyzed one-pot stepwise reaction. This stepwise strategy involved the cleavage and formation of multiple C–X/C–C bonds, enabled by the N -olefination, Meinwald rearrangement and...

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Veröffentlicht in:Organic Chemistry Frontiers 2023-05, Vol.10 (9), p.2294-2300
Hauptverfasser: Yan, Zhen-Hui, Lu, Run, Peng, Cheng, Tang, Jie, Fang, Huaying, Zhan, Gu, He, Xiang-Hong, Huang, Wei
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Sprache:eng
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Zusammenfassung:A series of polyfunctionalized spiro-oxindole dihydropyridine frameworks have been synthesized via an efficient Sc 3+ -catalyzed one-pot stepwise reaction. This stepwise strategy involved the cleavage and formation of multiple C–X/C–C bonds, enabled by the N -olefination, Meinwald rearrangement and inverse-electron-demand aza-Diels–Alder reaction. This transformation exhibited many advantages, including readily available starting materials, mild reaction conditions, and high chemoselectivities and yields.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D3QO00060E