This extremely useful reagent is designed for S-, N-, or C-alkynylnation in good yields. It is light-yellow crystalline powder, bench-stable for a long time, and well-soluble in DCM (and other similar solvents)1. In the presence of bases such as carbonates, the reagent reacts with thiols, sulfonamides, and doubly activated methylene groups to afford the desired S-, N-, or C-alkynylated products2. The reaction has good tolerance for many functional groups, as an electrophilic reagent it prefers to react with nucleophiles.

Synonyms: 5-(triisopropylsilylalkynyl) dibenzo[b,d]thiophenium triflate; 5-[2-[tris(1-methylethyl)silyl]ethynyl]-, 1,1,1-trifluoromethanesulfonate (1:1); (2-dibenzothiophen-5-ium-5-ylethynyl-tri(propan-2-yl)silane) triflate