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Gold-Catalyzed Divergent Ring-Closing Modes of Indole-Tethered Amino Allenynes.
Chemistry : a European Journal 2018 January 27
Indole-tethered amino allenynes were chemodivergently cyclized for the controlled preparation of fused polycyclic indoles using gold catalysis. Double cyclization of terminal allenynes afforded hexacyclic 15 H-indolo[1,2,3-de]quinolino[3,2,1-ij]quinoxalines, in which allenynes bearing a substituted alkyne at the terminal end generated 12,13-dihydro-7 H-indolo[3,2-c]acridines, which are 5-membered cyclized adducts. Density functional theory calculations were performed to shed light on this difference in reactivity.
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