Direct Acyl Radical Addition to 2H‑Indazoles Using Ag-Catalyzed Decarboxylative Cross-Coupling of α‑Keto Acids

A direct acyl radical addition to 2H-indazoles has been achieved for the first time, where the less-aromatic quinonoid 2H-indazoles readily accepted radical species to the C-3 position. Motivated by the lack of direct acylation strategy for 2H-indazoles, the current method utilizes the radical accep...

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Veröffentlicht in:Organic letters 2018-05, Vol.20 (9), p.2711-2715
Hauptverfasser: Bogonda, Ganganna, Kim, Hun Young, Oh, Kyungsoo
Format: Artikel
Sprache:eng
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Zusammenfassung:A direct acyl radical addition to 2H-indazoles has been achieved for the first time, where the less-aromatic quinonoid 2H-indazoles readily accepted radical species to the C-3 position. Motivated by the lack of direct acylation strategy for 2H-indazoles, the current method utilizes the radical acceptability of 2H-indazoles, discovering an ambient temperature reaction to provide facile access to a diverse array of 3-acyl-2H-indazoles with three points of structural diversification in 25%–83% yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b00920