3 years ago

Access to Cyano-Containing Isoxazolines via Copper-Catalyzed Domino Cyclization/Cyanation of Alkenyl Oximes

Access to Cyano-Containing Isoxazolines via Copper-Catalyzed Domino Cyclization/Cyanation of Alkenyl Oximes
Honglin Zhang, Yingguang Zhu, Ai-Min Lu, Jiayue Dong, Kang Guo, Fei Meng
A highly efficient copper-catalyzed cyclization/cyanation cascade of unactivated olefins bearing oximes is described. A variety of cyano-containing isoxazolines have been obtained in high yields with cheap Cu(NO3)2·3H2O as the catalyst and TMSCN as the non-metallic cyanide source. The present method provides a mild, simple, and practical access to cyano-substituted isoxazolines and is amenable to gram scale. The simultaneous construction of C(sp3)–CN and C–O bonds can be achieved in one step.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b02133

DOI: 10.1021/acs.joc.7b02133

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