Base-Mediated Denitrogenative Sulfonylation/Benzannulation of Conjugated N‑Sulfonylhydrazones with 3‑Formylchromones for the Construction of Polyfunctionalized Biaryl Sulfones

Base-promoted benzannulation of conjugated N-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.