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Gold-Catalyzed Atom-Economic Synthesis of Sulfone-Containing Pyrrolo[2,1‑a]isoquinolines from Diynamides: Evidence for Consecutive Sulfonyl Migration

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journal contribution
posted on 13.02.2019, 00:00 by Jibing Liu, Pushkin Chakraborty, Heng Zhang, Liang Zhong, Zhi-Xiang Wang, Xueliang Huang
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.