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Synthesis of imidates (imino ethers)

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A simple and reliable protocol for regioselective O-alkylation of amides provides the corresponding imidates. Its scope and efficiency is demonstrated on a number of substrates.
K. Popov, P. Somfai, J. Org. Chem., 2016, 81, 3470-3472.


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