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Gold-Catalyzed Bicyclic Annulations of N‑(o‑Alkynylphenyl)imines with α‑Diazo Esters to Form 5,6-Dihydroindolo[2,1‑a]isoquinolines

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posted on 14.03.2022, 14:36 authored by Akshay Subhash Narode, Rai-Shung Liu
One-pot synthesis of 5,6-dihydroindolo­[2,1-a]­isoquinolines from gold-catalyzed annulations between N-(o-alkynylphenyl)­imines and α-diazo esters is described. This cascade reaction involves an initial attack of the diazo ester at the imine to form cis-aziridine, followed by stereoselective [3 + 3]-annulations with the tethered arylalkyne. We have employed this new catalysis to prepare one bioactive 5,6-dihydroindolo­[2,1-a]­isoquinoline molecule.

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