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Zhu LL, Xu XQ, Shi JW, et al. N(2)-Selective Iodofunctionalization of Olefins with NH-1,2,3-Triazoles to provide N(2)-Alkyl-Substituted 1,2,3-Triazoles. J Org Chem. 2016;81(9):3568-75doi: 10.1021/acs.joc.6b00185.
Zhu, L. L., Xu, X. Q., Shi, J. W., Chen, B. L., & Chen, Z. (2016). N(2)-Selective Iodofunctionalization of Olefins with NH-1,2,3-Triazoles to provide N(2)-Alkyl-Substituted 1,2,3-Triazoles. The Journal of organic chemistry, 81(9), 3568-75. https://doi.org/10.1021/acs.joc.6b00185
Zhu, Li-Li, et al. "N(2)-Selective Iodofunctionalization of Olefins with NH-1,2,3-Triazoles to provide N(2)-Alkyl-Substituted 1,2,3-Triazoles." The Journal of organic chemistry vol. 81,9 (2016): 3568-75. doi: https://doi.org/10.1021/acs.joc.6b00185
Zhu LL, Xu XQ, Shi JW, Chen BL, Chen Z. N(2)-Selective Iodofunctionalization of Olefins with NH-1,2,3-Triazoles to provide N(2)-Alkyl-Substituted 1,2,3-Triazoles. J Org Chem. 2016 May 06;81(9):3568-75. doi: 10.1021/acs.joc.6b00185. Epub 2016 Apr 08. PMID: 27031001.
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J Org Chem. 2016 May 06;81(9):3568-75. doi: 10.1021/acs.joc.6b00185. Epub 2016 Apr 08.

N(2)-Selective Iodofunctionalization of Olefins with NH-1,2,3-Triazoles to provide N(2)-Alkyl-Substituted 1,2,3-Triazoles.

The Journal of organic chemistry

Li-Li Zhu, Xiao-Qi Xu, Jin-Wei Shi, Bai-Ling Chen, Zili Chen

Affiliations

  1. Department of Chemistry, Renmin University of China , Beijing 100872, China.

PMID: 27031001 DOI: 10.1021/acs.joc.6b00185

Abstract

A new method was developed to synthesize N(2)-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 N(2)-alkyl triazole with a high N(2)-selectivity.

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