Arylation of indoles using cyclohexanones dually-catalyzed by niobic acid and palladium-on-carbons
3-Arylindoles were easily constructed from indoles and cyclohexanone derivatives using a combination of catalytic niobic acid-on-carbon (Nb 2 O 5 /C) and palladium-on-carbon (Pd/C) under heating conditions without any oxidants. The Lewis acidic Nb 2 O 5 /C promoted the nucleophilic addition of indol...
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Veröffentlicht in: | Organic & biomolecular chemistry 2020-05, Vol.18 (2), p.3898-392 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 3-Arylindoles were easily constructed from indoles and cyclohexanone derivatives using a combination of catalytic niobic acid-on-carbon (Nb
2
O
5
/C) and palladium-on-carbon (Pd/C) under heating conditions without any oxidants. The Lewis acidic Nb
2
O
5
/C promoted the nucleophilic addition of indoles to the cyclohexanones, and the subsequent dehydration and Pd/C-catalyzed dehydrogenation produced the 3-arylindoles. The additive 2,3-dimethyl-1,3-butadiene worked as a hydrogen acceptor to facilitate the dehydrogenation step.
3-Arylindoles could be effectively constructed from indoles and cyclohexanones in the presence of the dual catalysts of N
2
O
5
/C and Pd/C. |
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ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d0ob00702a |