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Dearomatization of 3-Aminophenols for Synthesis of Spirochromane-3,1′-cyclohexane-2′,4′-dien-6′-ones via Hydride Transfer Strategy-Enabled 5+1 Annulations
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Dearomatization of 3-Aminophenols for Synthesis of Spirochromane-3,1′-cyclohexane-2′,4′-dien-6′-ones via Hydride Transfer Strategy-Enabled 5+1 Annulations
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Dearomatization of 3-Aminophenols for Synthesis of Spirochromane-3,1′-cyclohexane-2′,4′-dien-6′-ones via Hydride Transfer Strategy-Enabled 5+1 Annulations
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Journal Article
Dearomatization of 3-Aminophenols for Synthesis of Spirochromane-3,1′-cyclohexane-2′,4′-dien-6′-ones via Hydride Transfer Strategy-Enabled 5+1 Annulations
2024
Overview
The Sc(OTf)3-catalyzed dearomative [5+1] annulations between readily available 3-aminophenols and O-alkyl ortho-oxybenzaldehydes were developed for synthesis of spiro[chromane-3,1′-cyclohexane]-2′,4′-dien-6′-ones. The “two-birds-with-one-stone” strategy was disclosed by the dearomatization of phenols and direct α-C(sp3)–H bond functionalization of oxygen through cascade condensation/[1,5]-hydride transfer/dearomative-cyclization process. In addition, the antifungal activity assay and derivatizations of products were conducted to further enrich the utility of the structure.
Publisher
MDPI AG,MDPI
Subject
