Visible light-induced gem -difluoroallylation of [1.1.1]propellane to access gem -difluoroallylic bicyclo[1.1.1]pentanes
Bicyclo[1.1.1]pentanes (BCPs) represent an important compound class often used as linear spacer units to enhance pharmacokinetic profiles in modern drug design. Herein, we report a cascade multicomponent reaction to synthesize -difluoroallylic bicyclo[1.1.1]pentanes visible light-induced defluorinat...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2023-04, Vol.59 (35), p.5213-5216 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Bicyclo[1.1.1]pentanes (BCPs) represent an important compound class often used as linear spacer units to enhance pharmacokinetic profiles in modern drug design. Herein, we report a cascade multicomponent reaction to synthesize
-difluoroallylic bicyclo[1.1.1]pentanes
visible light-induced defluorinative
-difluoroallylation of [1.1.1]propellane. In this methodology, sulfonyl radicals generated from sodium arylsulfinates added to [1.1.1]propellane to form BCP radicals were then trapped by α-trifluoromethyl alkenes to form
-difluoroallylic bicyclo[1.1.1]pentanes. Importantly, our methodology is characterized by mild reaction conditions, wide reactant scope, and suitable functional group tolerance. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/d3cc00822c |