Higashimae, Shinya Tamai, Taichi Nomoto, Akihiro Ogawa, Akiya Selective Thiolative Lactonization of Internal Alkynes Bearing a Hydroxyl Group with Carbon Monoxide and Organic Disulfides Catalyzed by Transition-Metal Complexes Although many transition-metal catalysts are ineffective for the addition and carbonylative addition of organic disulfides to internal alkynes, dicobalt octacarbonyl and palladium complexes such as Pd­(PPh<sub>3</sub>)<sub>4</sub> and Pd­(OAc)<sub>2</sub> were found to exhibit excellent catalytic activity for the thiolative lactonization of internal alkynes bearing a hydroxyl group. In the presence of the cobalt or palladium catalyst, internal alkynes bearing a hydroxy group, such as homopropargyl alcohol derivatives, successfully undergo thiolative carbonylation with carbon monoxide and an organic disulfide regio- and stereoselectively to afford the corresponding thio group bearing-lactones in good yields. In the Co-catalyzed reaction, the cobalt–alkyne complex from dicobalt octacarbonyl and internal alkyne acts as a key species, making it possible to attain thiolative lactonization of internal alkynes with a hydroxyl group. In the Pd-catalyzed reaction, the coordination of the hydroxy group to the palladium catalyst plays an important role for the thiolative lactonization. Organic Disulfides Catalyzed;alkyne;Pd;homopropargyl alcohol derivatives;disulfide;hydroxyl group;thiolative lactonization;hydroxy group;dicobalt octacarbonyl;Selective Thiolative Lactonization;Internal Alkynes Bearing;palladium catalyst 2015-07-17
    https://acs.figshare.com/articles/journal_contribution/Selective_Thiolative_Lactonization_of_Internal_Alkynes_Bearing_a_Hydroxyl_Group_with_Carbon_Monoxide_and_Organic_Disulfides_Catalyzed_by_Transition_Metal_Complexes/2148844
10.1021/acs.joc.5b00977.s001