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Highly Efficient Cyanoimidation of Aldehydes

Ping Yin, Wen-Bo Ma, Yue Chen, Wen-Cai Huang, Yong Deng and Ling He*

*Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041, P. R. China, Email: lhe2001sina.com

P. Yin, W.-B. Ma, Y. Chen, W.-C. Huang, Y. Deng, L. He, Org. Lett., 2009, 11, 5482-5485.

DOI: 10.1021/ol902207h


Abstract

A mild, one-pot cyanoimidation of aldehydes using cyanamide as a nitrogen source and NBS as an oxidant was achieved in high yields without the addition of a catalyst. Subsequently, the substituted N-cyanobenzimidate products may also undergo a cyclization reaction to give 1,2,4-triazole derivatives in high yields.


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Key Words

Iminoethers (Imidation, Esterification), 1,2,4-Triazoles, NBS


ID: J54-Y2009-3470