From isonitrile to nitrile via ketenimine intermediate: Palladium-catalyzed 1,1-carbocyanation of ally carbonate by alpha-isocyanoacetate
A palladium-catalyzed 1,1-carbocyanation of allyl carbonate by alpha-quaternary alpha-isocyanoacetate was developed. Formation of ketenimine followed by homolysis of the C-N bond and recombination of the resulting caged radical pair was proposed to account for the formation of the unusual coupling product, the beta-cyano-gamma,delta-unsaturated ester. (C) 2018 Elsevier Ltd. All rights reserved.
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Qiu, G., Sornay, C., Savary, D., Zheng, S.-C., Wang, Q., & Zhu, J. (2018). From isonitrile to nitrile via ketenimine intermediate: Palladium-catalyzed 1,1-carbocyanation of ally carbonate by alpha-isocyanoacetate. Tetrahedron, 74(49), 6966–6971. https://doi.org/10.1016/j.tet.2018.10.032
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WOS:000451103900002
2018-12-06
74
49
6966
6971
REVIEWED
EPFL