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  • Silver triflate and palladium acetate co-catalyzed reaction of N'-(2-alkynylbenzylidene)hydrazide with N-allyl ynamide.

Silver triflate and palladium acetate co-catalyzed reaction of N'-(2-alkynylbenzylidene)hydrazide with N-allyl ynamide.

Organic letters (2012-05-24)
Ping Huang, Zhiyuan Chen, Qin Yang, Yiyuan Peng
ABSTRACT

A silver triflate and palladium acetate co-catalyzed reaction of N'-(2-alkynylbenzylidene)hydrazide with N-allyl ynamide is described, which generates 2-amino-H-pyrazolo[5,1-a]isoquinolines in good to excellent yield. The transformation proceeds with high efficiency through 6-endo cyclization, [3 + 2] cycloaddition, 3,3-sigmatropic rearrangement, and aromatization.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Trifluoromethanesulfonic acid, ReagentPlus®, ≥99%
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Lanthanum(III) trifluoromethanesulfonate, 99.999% trace metals basis
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Sigma-Aldrich
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Sigma-Aldrich
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Sigma-Aldrich
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Sigma-Aldrich
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Sigma-Aldrich
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