Abstract

AbstractRing‐alkylated primary, secondary and tertiary anilines have been ethylated with ethylene at benzylic positions in a simple and inexpensive one‐pot procedure which is mediated bythe use of the superbase system nBuLi/LiK(OCH2CH2NMe2)2in the presence of Mg(OCH2CH2OEt)2. Primary and secondary anilines are ethylated readily at ortho‐benzylic positions but with difficulty or not at all at other positions. Tertiaryanilines are ethylated at all positions. Mono‐ or diethylation occurs depending on the steric constraints present.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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