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Palladium-Catalyzed N-Allylic Alkylation of Pyrazoles and Unactivated Vinylcyclopropanes
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-20 , DOI: 10.1021/acs.orglett.4c03808 Shao-Jie Cheng, Xin-Li Zhang, Zhen-Xu Yang, Ai-Hua Wang, Zhi-Shi Ye
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-20 , DOI: 10.1021/acs.orglett.4c03808 Shao-Jie Cheng, Xin-Li Zhang, Zhen-Xu Yang, Ai-Hua Wang, Zhi-Shi Ye
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An efficient palladium-catalyzed N-allylic alkylation of pyrazoles and unactivated vinylcyclopropanes is demonstrated, affording various N-alkyl pyrazoles in ≤99% yield. This protocol displays high atom economy, a broad range of substrates, and excellent regioselectivity and stereoselectivity. Late-stage modification of bioactive molecules, scaled-up reaction, and divergent derivatization documented the practicability of this methodology. The preliminary mechanistic investigation hinted that the Pd–H species promotes the ring opening of cyclopropanes.
更新日期：2024-12-20
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