Base-Mediated Denitrogenative Sulfonylation/Benzannulation of Conjugated <i>N</i>-Sulfonylhydrazones with 3-Formylchromones for the Construction of Polyfunctionalized Biaryl Sulfones
Rajeev Shrestha, Hari Datta Khanal, Peter Yuosef M. Rubio, Sonaimuthu Mohandoss, Yong Rok Lee
Abstract
-sulfonylhydrazones and 3-formylchromones for the synthesis of diverse biaryl sulfones is described. The approach facilitates new C-C and C-S bond formation via the cascade diazo formation/Michael addition/ring opening/denitrogenative sulfonylation/intramolecular cycloaddition/dehydration and introduces diverse functional groups onto biaryl sulfones. The synthesized compounds are converted to aryl sulfones bearing bioactive benzisoxazole and benzofuran frameworks. Moreover, the synthesized biaryl sulfones possess potent turn-on fluorescence sensing and UV absorbance properties.
Topics & Concepts
ChemistryBase (topology)Conjugated systemCombinatorial chemistryMedicinal chemistryOrganic chemistryMathematical analysisMathematicsPolymerSulfur-Based Synthesis TechniquesCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods