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Metal-Free-Catalyzed Synthesis of Allyl Nitriles via Csp2-Csp3 Coupling between Olefins and Azobis (Alkyl-carbonitrile)

Zhong-zhong Cao, Zhiwen Nie, Tonglin Yang, Miaodong Su, Hui Li, Wei-ping Luo, Qiang Liu* and Can-Cheng Guo*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China, Email: fqiangliuqq.com, ccguohnu.edu.cn

Z.-z. Cao, Z. Nie, T. Yang, M. Su, H. Li, W.-p. Luo, Q. Liu, C.-C. Guo, J. Org. Chem., 2020, 85, 3287-3296.

DOI: 10.1021/acs.joc.9b03127



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Abstract

Iodine promotes a metal-free Csp2-Csp3 coupling between olefins and AIBN or ACCN to provide allyl nitriles with N2 as the only byproduct. More than 30 examples of desired products including aromatic and aliphatic nitriles have been synthesized in very good yields.

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Key Words

nitriles


ID: J42-Y2020