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. 2023 Dec 14;28(24):8095. doi: 10.3390/molecules28248095

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© 2023 by the authors.

Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).

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Scheme 4 — Synthesis of 3-(anthracene-9-yl)acrylonitriles, 4-(anthracen-9-yl)but-3-en-2-one, 9-(chloromethyl)anthracene, 2-(anthracen-9-yl)acetonitrile, (anthracen-9-yl)methylamines and related compounds. Scheme reagents and conditions: (a) piperidine, CH₂(CN)₂, 90 °C, 0.5 h, (90–95%); (b) CNCH₂CO₂H, morpholine, 90 °C, 6 h, (40%); (c) acetone, MeOH, 20 °C, 3 h (70%); (d) Meldrum’s acid, piperidine, 20 °C, 6 h (60%); (e) NaBH₄, EtOH, 20 °C, 30 min, (90%); (f) SOCl₂, dioxane, reflux, 6 h, (93%); (g) KCN, ACN, reflux, 2 h, (93%); (h) R₂NH, DCM, 20 °C, 24 h, (75–90%).