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
Hauptverfasser: Liu, Jibing, Chakraborty, Pushkin, Zhang, Heng, Zhong, Liang, Wang, Zhi-Xiang, Huang, Xueliang
Format: Artikel
Sprache:eng
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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.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.8b04934