4.7 Article

A Domino Azidation/C-H Amination Approach toward Trifluoromethyl Substituted Imidazoles

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JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 22, 页码 11841-11847

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01361

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  1. National Natural Science Foundation of China [21372108]

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N-Alkyl enarnines can be transformed into 2,4,5-trisubsituted iniidazoles by reacting with (diacetoxyiodo)benzene and TMSN3 under the catalysis of a copper salt such as Cu(OAc)(2). Tetrabutyl ammonium iodide was also capable of promoting, the reaction. The transformation from N-alkyl enamines into 2,4,5-trisubsituted imidazoles took place in a domino azidation/intramolecular C(sp(3))-H amination pattern. The present reaction provides a new efficient method for the preparation of 4-(trifluoromethyl) imidazoles.

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