Palladium-Catalyzed Ring-Opening Addition of Activated Vinyl Cyclopropanes with N-Tosylhydrazones |
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| Authors: | Yiding Wang Lei Shen Helin Wang Yixin Luo Prof. Dr. Qingle Zeng |
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| Affiliation: | The State Key Laboratory of Geohazard Prevention, and Geoenvironment Protection, College of Materials, Chemistry & Chemical Engineering, Chengdu University of Technology, 610059 Chengdu, P. R. China |
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| Abstract: | ![]()
Ring-opening addition reaction of activated vinyl cyclopropanes with N-tosylhydrazones in the presence of palladium(0) and triphenylphosphine affords N-tosylhydrazone butenylmalonate compounds. Aromatic aldehyde-derived N-tosylhydrazones produced terminal and internal N-allylated products, in which the terminal products are the main. While ketone-derived tosylhydrazones produced only terminal addition products. The transformation relationship of the terminal and internal N-allylated products in the reaction was also observed. A reasonable mechanism is proposed based on preliminary experimental results. |
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| Keywords: | Vinyl cyclopropanes Catalysis Palladium Ring-opening Tosylhydrazones |
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