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Copper-Catalyzed Synthesis of Substituted 2,4-Diamino-1,3,5-triazines from 1,1-Dibromoalkenes and Biguanides

Chen Zhang*, Meng-Tao Ban, Kai Zhu, Li-Yu Zhang, Zhen-Yu Luo, Shun-Na Guo, Dong-Mei Cui* and Yu Zhang

*College of Pharmaceutical Science, Zhejiang University, Hangzhou 310058; College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, PR China, Email: chenzhangzju.edu.cn, cuidongmeizjut.edu.cn

C. Zhang, M.-T. Ban, K. Zhu, L.-Y. Zhang, Z.-Y. Luo, S.-N. Guo, D.-M. Cui, Y. Zhang, Org. Lett., 2017, 19, 3947-3949.

DOI: 10.1021/acs.orglett.7b01608 (free Supporting Information)


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Abstract

An efficient copper-catalyzed reaction of 1,1-dibromoalkenes and biguanides provides substituted 2,4-diamino-1,3,5-triazines under mild conditions in good yields. The reaction tolerated alkyl-, heterocyclic-, or aryl-substituted 1,1-dibromoalkenes containing functionalities such as nitriles, ethers, and halogens.


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Key Words

1,3,5-triazines


ID: J54-Y2017