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Condensation of 2-methylindole with acetophenones: An unexpected formation of 2-arylanilines

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posted on 2019-10-08, 06:38 authored by Wayland E. Noland, Alexei V. Novikov, Christopher D. Brown

2-Methylindole condenses with acetophenones under acidic conditions to produce 2-arylanilines in moderate to good yields. The reaction proceeds well with a range of 3′- and 4′- substituted acetophenones (fluoro-, chloro-, bromo-, iodo-, methyl, methoxy), and select 2′- substituted ones (fluoro-, methoxy-). No products were obtained with nitro- substitution in any position.

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The authors thank the Wayland E. Noland Research Fellowship Fund at the University of Minnesota Foundation for generous financial support of this project.

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