Herein, with air-stable chalcogenated stibines (-ER) as organometallic chalcogenating reagents, we developed base-promoted ()-hydrochalcogenation of alkynes with DMSO/DMSO- as hydrogen/deuterium sources, giving chalcogenated ()-olefins in good yields and with excellent regioselectivity. These reagents, easily synthesized from halostibines with generated [Zn(ER)] at room temperature within a few minutes, could be also used in the base-promoted C()-S(Se) cross-coupling with C()-X and copper-catalyzed C()-S(Se) cross-coupling with C()-X (X = F, CI, Br, I) under mild conditions. This protocol could also be simply extended to organobismuth complexes (-ER) with good functional tolerance.
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