Ionic liquids/[bmim][N3] mixtures: promising media for the synthesis of aryl azides by SNAr.

作者: Francesca D’Anna , Salvatore Marullo , Renato Noto

DOI: 10.1021/JO800676D

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摘要: The nucleophilic aromatic substitution of some activated aryl or heteroaryl halides has been performed in ionic liquid solution, using the 1-butyl-3-methylimidazolium azide as a nucleophile. reaction course was studied varying structures both substrates and liquids. In particular, latter case, 2-bromo-5-nitrothiophene carried out five different liquids ([bmim][BF4], [bmim][PF6], [bmim][NTf2], [bm2im][NTf2], [bmpyrr][NTf2]). Finally, for all considered, comparison with data obtained MeOH solution presence NaN3 also performed. Data collected indicate that cases it is possible to obtain heteroaromatic derivatives satisfactory yield by means SNAr [bmim][N3]

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