KI-AcCl体系选择性还原亚砜

Several functionalized sulfoxides in the modafinil series, which bear another reducible function, were chemoselectively reduced to thioethers using the KI/AcCl system.

In  this  study,  we  have  tested  a  series  of  reported methods for the deoxygenation of sulfoxides on modafinic derivatives that are important compounds in pharmaceutical  area.  It  has  been  shown  that  a  careful  adaptation  of the  analytical  Allenmark conditions into  a  preparative procedure was the best method to reduce chemoselectively the  sulfoxide  function  of polyfunctionalized  materials, bearing  both  a  labile  benzhydryl  moiety  and  another reducible function. The only drawback, high dilution, can be  circumvented  by  an  elegant  use  of  the  solubility  of the resulting thioether, allowing multigram-scale reduction.

In  addition,  a  solvent-free  method  seems  a  powerful alternative, which remains to be optimized.

标签： thioether