72708-54-4Relevant academic research and scientific papers
Nickel(II)-Catalyzed Synthesis of Sulfinates from Aryl and Heteroaryl Boronic Acids and the Sulfur Dioxide Surrogate DABSO
Lo, Pui Kin Tony,Chen, Yiding,Willis, Michael C.
, p. 10668 - 10673 (2019)
We report a redox-neutral Ni(II)-catalyzed sulfination of readily available aryl and heteroaryl boronic acids. Using the combination of commercially available, air-stable NiBr2·(glyme), a commercially available phenanthroline ligand, and DABSO, boronic acids are efficiently converted to the corresponding sulfinate salts, which can be further elaborated to valuable sulfonyl-containing groups, including sulfones, sulfonamides, sulfonyl fluorides, and sulfonate esters. The catalyst loading can be reduced to 2.5 mol ?% on a gram scale. This practically simple protocol tolerates an unprecedented range of pharmaceutically relevant and electron-poor (hetero)aryl boronic acids, allowing the direct synthesis of active pharmaceutical ingredients.
Reductive Coupling of Aromatic Sulfinate Salts to Disulfides
Pinnick, Harold W.,Reynolds, Michael A.,McDonald, Robert T.,Brewster, Wanda D.
, p. 930 - 932 (2007/10/02)
A variety of aromatic sulfinate salts undergo reductive coupling to disulfides in the presence of ethyl hypophosphite.Support for the intermediacy of sulfoxy sulfones and thiosulfonates has been obtained.
