Skip to Content
Merck
  • An unexpected silver triflate-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with ketene.

An unexpected silver triflate-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with ketene.

Chemical communications (Cambridge, England) (2012-06-12)
Gang Liu, Hongliang Liu, Guanyinsheng Qiu, Shouzhi Pu, Jie Wu
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Zinc trifluoromethanesulfonate, 98%
Sigma-Aldrich
Lanthanum(III) trifluoromethanesulfonate, 99.999% trace metals basis
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 96%
Sigma-Aldrich
Trifluoromethanesulfonic acid, reagent grade, 98%
Sigma-Aldrich
Trifluoromethanesulfonic acid, ReagentPlus®, ≥99%
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 99.995% trace metals basis
Sigma-Aldrich
Silver trifluoromethanesulfonate, purum, ≥98.0% (Ag)
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99.95% trace metals basis
Sigma-Aldrich
Barium trifluoromethanesulfonate, 98%
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99%
Sigma-Aldrich
Aluminum trifluoromethanesulfonate, 99.9% trace metals basis