The heterogeneous gold(I)-catalyzed
stereoselective thioallylation
of electron-deficient alkynes with allyl sulfides has been achieved
by using an MCM-41-immobilized sterically demanding NHC-gold(I) complex
[MCM-41-IPrAuNTf2] as the catalyst under mild conditions,
delivering a wide variety of stereodefined tri- and tetrasubstituted
functionalized vinyl sulfides in good to excellent yields. The new
heterogeneous MCM-41-IPrAuNTf2 catalyst exhibits an activity
comparable to a homogeneous IPrAuNTf2 complex and can be
recovered via a simple filtration process and reused for at least
seven consecutive cycles without any apparent loss of its catalytic
activity and selectivity.