Access Polyarylbipyrazoles via Palladium-Catalysis and Visible-Light-Driven C(sp3)–P(V) Cleavage Relay Strategy

An unprecedented palladium-catalyzed and visible-light-driven relay reaction of allenylphosphine oxide with in situ generated nitrile imines is presented for the direct synthesis of highly valuable polyarylbipyrazole skeletons. This one-pot strategy involves double 1,3-dipolar cycloaddition and C­(s...

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Veröffentlicht in:Organic letters 2024-04, Vol.26 (15), p.2949-2954
Hauptverfasser: Zhang, Shen-Yuan, Li, Zhi, Hu, Li-Yan, Li, Jin-Tao, Wu, Lei
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Sprache:eng
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Zusammenfassung:An unprecedented palladium-catalyzed and visible-light-driven relay reaction of allenylphosphine oxide with in situ generated nitrile imines is presented for the direct synthesis of highly valuable polyarylbipyrazole skeletons. This one-pot strategy involves double 1,3-dipolar cycloaddition and C­(sp3)–P­(V) bond cleavage under photocatalyst-free and mild reaction conditions. The approach features simple operation, a high step economy, and a broad substrate scope, affording the corresponding products in moderate to excellent yields.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c00503