Cross-coupling methods were employed to synthesize 1,1-diarylalkanes and diaryl sulfides for biological testing.  Stereospecific nickel-catalyzed cross-coupling methodology was used to synthesize single enantiomers of diarylalkanes.  This class of compounds is biologically active against a wide range of indications including breast cancer.  Certain diaryl sulfides also possess anti-breast cancer activity; heteroaromatic diaryl thioethers were synthesized by the reaction of in situ-formed sulfenyl chlorides with arylzinc bromides.  Biological evaluation of these enantioenriched diarylalkanes and diaryl sulfides led to the discovery of several lead compounds that selectively inhibit MCF-7 breast cancer cell proliferation.

Synthesis, biological evaluation, and anti-breast cancer activity of enantioenriched 1,1-diarylalkanes and diaryl sulfides

247th National Meeting (2014)

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