Highly efficient synthesis of 3,4-diarylbutadiene sulfones using Heck–Matsuda reaction

For the first time we describe a general method for the synthesis of previously not synthesized unsymmetrical 3,4-diarylbutadiene sulfones which can be stable convenient precursors for 2,3-diaryl-1,3-butadienes. Our method for arylation of butadiene sulfones via Heck–Matsuda reaction allows to obtain unsymmetrical 3,4-diarylbutadiene sulfones with a variety of alkyl, alkoxy, nitro, ethoxycarbonyl, perfluoroalkyl and halogen substituents (30 examples) in very good yields using readily available reagents and catalysts.

An efficient and facile Pd-catalyzed synthesis of 3,4-diarylbutadiene sulfones with high regioselectivity from aryldiazonium salts and butadiene sulfone was developed.