Silver trifluoromethanesulfonate (AgOTf ) is a reactive triflating agent, which converts alkyl, acyl and sulfonyl halides to corresponding triflate species.[1][2]
It is a highly suitable electrophile to initiate acetylenic oxy-Cope rearrangement of substituted 5-hexen-1-yn-3-ols to synthesize corresponding α,δ-diethylenic aldehydes.[3]
It can also be used in the diastereoselective cyclization of amino ketenes where the diastereoselectivity depends on Ag(I) concentration.[4]
Chemical communications (Cambridge, England), 48(56), 7049-7051 (2012-06-12)
An unexpected silver triflate-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with ketene through 6-endo-cyclization, [3+2] cycloaddition and rearrangement is reported. This reaction proceeds efficiently to generate the molecular complexity with the formation of four bonds in a one-pot procedure.
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