Catalytic Diastereoselective Imidation of Diaryl Sulfides Bearing a Chiral Oxazolinyl Moiety with Chloramine T Trihydrate.

Up to 99 % de is obtained in the imidation of diaryl sulfides bearing a chiral oxazolinyl moiety at the ortho position. The corresponding N-p-tosylsulfimides are produced upon use of chloramine T trihydrate in the presence of Cu(OTf)2 as catalyst [Eq. (1)]. OTf=trifluoromethanesulfonate; Ts=toluenesulfonyl.