Structural Expansion of Dibenzo[<i>b</i>,<i>d</i>]thiophene Sulfone through Functionalization at Bay Positions.

ABSTRACT: We report a synthesis of 1,9-dibromodibenzo[b,d]thiophene sulfone, which was converted to a respective dilithio intermediate. Subsequent trapping with electrophiles afforded either 1-substituted (R = CHO, B(OH)₂) or 1,9-disubstituted (R = CO₂H, I) derivatives, indicating an effect of steric factors on the outcome of this reaction. Various annulation reactions were also probed giving rise to extended π-conjugated systems. The electronic and optical properties of all compounds were characterized by cyclic voltammetry, UV-vis spectroscopy, and DFT calculations.

SUBMITTER: Spychalska Z 

PROVIDER: S-EPMC12379161 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature