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N2‑Selective Iodofunctionalization of Olefins with NH-1,2,3-Triazoles to provide N2‑Alkyl-Substituted 1,2,3-Triazoles

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journal contribution
posted on 31.03.2016, 00:00 by Li-Li Zhu, Xiao-Qi Xu, Jin-Wei Shi, Bai-Ling Chen, Zili Chen
A new method was developed to synthesize N2-alkyl-substituted 1,2,3-triazole through N-iodosuccinimide (NIS) mediated iodofuctionalization reaction of the alkene group with bi-, mono-, and unsubstituted NH-1,2,3-triazoles. The favored N-1 type hydrogen bond between the iodonium ion intermediate and 1,2,3-triazole was supposed to be generated, which gave the desired N2-alkyl triazole with a high N2-selectivity.