Gold-Catalyzed Atom-Economic Synthesis of Sulfone-Containing Pyrrolo[2,1‑a]isoquinolines from Diynamides: Evidence for Consecutive Sulfonyl Migration
A gold-catalyzed cascade reaction of conjugated diynamides has been developed. In this way, a series of sulfone-containing pyrrolo[2,1-a]isoquinolines featuring the core structural motifs of lamellarin alkaloids were prepared atom economically. Mechanistic studies including DFT calculations uncove...
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Veröffentlicht in: | ACS catalysis 2019-03, Vol.9 (3), p.2610-2617 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A gold-catalyzed cascade reaction of conjugated diynamides has been developed. In this way, a series of sulfone-containing pyrrolo[2,1-a]isoquinolines featuring the core structural motifs of lamellarin alkaloids were prepared atom economically. Mechanistic studies including DFT calculations uncovered a consecutive 1,2-migration of the sulfonyl group for the formation of a pyrrole ring. |
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ISSN: | 2155-5435 2155-5435 |
DOI: | 10.1021/acscatal.8b04934 |