Abstract
A THF solution of diazopropyne was obtained in 60% yield by the reaction of a 30% aqueous solution of methylamine withN,N′-dinitroso-N,N′-dipropargylterephthalodiamide. The reactions of diazopropyne with methyl acrylate and methyl methacrylate giving various ethynylpyrazolines as well as its CuCl-catalyzed decomposition in the presence of norbornene or norbornadiene yielding ethynylcyclopropanes were studied. The main products of catalytic deazotization of diazopropyne in the absence of unsaturated compounds are isomericE- andZ-hex-3-ene-1,5-diynes resulting from propargylene dimerization.
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For Part 12, see Ref. 1.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2278–2282, November, 1998.
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Tomilov, Y.V., Okonnishnikova, G.P., Shulishov, E.V. et al. Reaction of diazoalkanes with unsaturated compounds. Russ Chem Bull 47, 2208–2212 (1998). https://doi.org/10.1007/BF02494283
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DOI: https://doi.org/10.1007/BF02494283