Table 3.
Alternation from above conditions | Convn. of 1a [%][b] | Yield 7a [%] |
none | >95 | 75 |
5% Cu(OTf)2 instead of [Au] | >95 | 39 |
5% AgOTf instead of [Au] | >95 | 49 |
[Au]=IPrAuNTf2 | >95 | 60 |
8b, 8c, 8d | <5 | <5 |
Other catalysts: Pd, Ir, Ru, Rh, Pt, HOTf | <20 | <5 |
Reaction conditions: 5 mol% catalyst was added to a DCE solution (0.6 mL) of thioalkyne (0.1 mmol) and thioether (1.2 equiv), and reaction was kept at 608C for 6 h.
Conversion and yield were determined by 1H NMR spectroscopy using dimethylsulfone as internal standard.