Journal
GREEN CHEMISTRY
Volume 19, Issue 11, Pages 2524-2529Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6gc03440c
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Funding
- Department of Science and Technology (DST), New Delhi
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A green and efficient one-pot method has been developed for the synthesis of 2-pyridone and functionalized azaxanthone frameworks using indium triflate as an environmentally friendly, reusable catalyst. In this one-pot reaction, 3-formylchromones display a diverse pattern of reactivity upon reaction with different classes of alkenes. An indium triflate-promoted reaction with (Z)-N-methyl-1-(methylthio)-2-nitroethenamine leads to 3-formylchromone annulations to 2-pyridone and analogues via a remarkably facile chromone ring opening. The analogous reaction with N, N'-dimethyl-2-nitroethene-1,1-diamine results in the formation of synthetically useful functionalized azaxanthones via a 6 pi-electrocyclization reaction.
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