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Palladium-Catalyzed Insertion of N‑tosylhydrazones and Trapping with Carbon Nucleophiles

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journal contribution
posted on 18.02.2016, 18:15 by Ping-Xin Zhou, Yu-Ying Ye, Yong-Min Liang
A Pd-catalyzed three-component cross-coupling reaction of vinyl iodide, N-tosylhydrazone, and carbon nucleophiles is reported, and a one-pot procedure is also developed. The cross-coupling is proposed to proceed through a palladium–carbene migratory insertion, carbopalladation other than classic palladium–carbene migratory insertion, and β-H elimination. Moreover, the reaction proceeds under mild conditions and with high stereoselectivity.