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N1-Allylation of Arylhydrazines via a Palladium-Catalyzed Allylic Substitution

Xiaojing Wang, Xiaoshuo Wang, Shubing Shu, Jianchao Liu*, Qi Liu, Tao Wang* and Zhenming Zhang*

*College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi 330022, China, Email: jcliujxnu.edu.cn, wangtaojxnu.edu.cn, zhangzmjxnu.edu.cn

X. Wang, X. Wang, S. Shu, J. Liu, Q. Liu, T. Wang, Z. Zhang, Org. Lett., 2023, 25, 4880-4885.

DOI: 10.1021/acs.orglett.3c01684



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Abstract

An efficient palladium-catalyzed allylic substitution of allyl acetates with arylhydrazines as nucleophiles provides N,N-disubstituted hydrazines in good yields under mild conditions. This method is highly regioselective and tolerates reactive groups such as Cl, Br, and I.

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proposed mechanism



Key Words

hydrazin derivatives


ID: J54-Y2023