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Gold-Catalyzed Cyclisation by 1,4-Dioxidation
Journal article   Peer reviewed

Gold-Catalyzed Cyclisation by 1,4-Dioxidation

Vanessa Claus, Lise Molinari, Simon Buellmann, Jean Thusek, Matthias Rudolph, Frank Rominger and A. Stephen K. Hashmi
Chemistry : a European journal, Vol.25(40), pp.9385-9389
17/07/2019
PMID: 30829424

Abstract

Chemistry Chemistry, Multidisciplinary Physical Sciences Science & Technology
Amide-substituted diynes were cyclized in the presence of a cationic gold catalyst and an external nucleophile leading to 1-indenones and 1-iminoindenones. The electron-donating features of the nitrogen atom enable the formation of a reactive ketene iminium ion, which can be trapped by either diphenyl sulfoxide or anthranil as nucleophiles in a subsequent oxidation step, providing substituted inden-1-on-3-carboxamides.

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