1627143-97-8Relevant articles and documents
Application of fundamental organometallic chemistry to the development of a gold-catalyzed synthesis of sulfinate derivatives
Johnson, Miles W.,Bagley, Scott W.,Mankad, Neal P.,Bergman, Robert G.,Mascitti, Vincent,Toste, F. Dean
supporting information, p. 4404 - 4407 (2014/05/06)
The development of a gold(I)-catalyzed sulfination of aryl boronic acids is described. This transformation proceeds through an unprecedented mechanism which exploits the reactivity of gold(I)-heteroatom bonds to form sulfinate anions. Further in situ elaboration of the sulfinate intermediates leads to the corresponding sulfones and sulfonamides, two pharmacophores routinely encountered in drug discovery. A la mode: A gold(I)-catalyzed synthesis of sulfinates has been accomplished. Preparation of proposed intermediates, X-ray studies, and a number of mechanistic experiments suggest that an unprecedented mode of reactivity for gold(I) has been achieved. The resulting sulfinates from this reaction can be functionalized in situ to form sulfones and sulfonamides.
