One-Pot Access to 3-Sulfonyl Flavones via K2CO3-Mediated Annulation of α-Sulfonyl o-Hydroxyacetophenones with Substituted Nitriles

The one-pot construction of diversified sulfonyl flavones was developed by K2CO3-mediated formal (5+1) stepwise annulation of alpha-sulfonyl o-hydroxyacetophenones with substituted nitriles under the open-flask atmosphere conditions. A plausible mechanism is proposed and discussed. This method provides intermolecular and intramolecular ring-closure via the formations of one carbon-oxygen single (C-O) bond, one carbon-carbon (C=C) double bond, and the cleavage of one carbon-nitrile triple (C equivalent to N) bond.

Automated summary

In this study, a one-pot construction method for diversified sulfonyl flavones was developed. The alpha-sulfonyl o-hydroxyacetophenones were reacted with substituted nitriles through a K2CO3-mediated (5+1) stepwise annulation under open-flask atmosphere conditions. This method offers intermolecular and intramolecular ring-closure pathways by forming a carbon-oxygen single bond, a carbon-carbon double bond, and cleaving a carbon-nitrile triple bond.