Synthesis of Cyclopenta[b]indoles via Rhodium‐Catalyzed Cascade Migration‐Annulation of 1‐Sulfonyl‐1,2,3‐triazoles and Indoles
A rhodium‐catalyzed cascade 1,3‐sulfinate migration, intermolecular [3+2] annulation of 1‐sulfonyl‐1,2,3‐triazoles and indoles was achieved. The one‐pot protocol provided a method to construct cyclopenta[b]indoles bearing four stereocenters in 45% to 99% yields with 1.6:1 to >20:1 diastereoselect...
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Veröffentlicht in: | Advanced synthesis & catalysis 2023-05, Vol.365 (10), p.1623-1628 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A rhodium‐catalyzed cascade 1,3‐sulfinate migration, intermolecular [3+2] annulation of 1‐sulfonyl‐1,2,3‐triazoles and indoles was achieved. The one‐pot protocol provided a method to construct cyclopenta[b]indoles bearing four stereocenters in 45% to 99% yields with 1.6:1 to >20:1 diastereoselectivities. In addition, cyclopenta[b]indoles could be transformed into a variety of functionalized compounds, demonstrating the synthetic value of this migration‐annulation strategy in ring system synthesis. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.202300241 |