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Copper(I)-Catalyzed Ketenimine Formation/Aza-Claisen Rearrangement Cascade for Stereoselective Synthesis of α‑Allylic Amidines

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journal contribution
posted on 2020-04-01, 19:06 authored by Cheng-Gang Wang, Rui Wu, Ting-Peng Li, Tao Jia, Yang Li, Dongmei Fang, Xiaozhen Chen, Yuanji Gao, Hai-Liang Ni, Ping Hu, Bi-Qin Wang, Peng Cao
A copper-catalyzed three-component reaction of terminal alkynes, TsN3, and tertiary allylic amines is developed toward the one-pot synthesis of α-allylic amidines. The product was synthesized on gram scale under 1 mol % of catalyst loading. Transformations of products into alkenyl amine and other nitrogen-containing compounds are demonstrated without any loss of stereochemical information.

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