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. 2020 Jul 11;25(14):3173. doi: 10.3390/molecules25143173

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© 2020 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 (http://creativecommons.org/licenses/by/4.0/).

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Scheme 1 — Synthetic route for target compounds 2a–2f, 3a, 3c, 3d, 4a–e, 5b and 6b. Reagents and conditions: (i) (1) 10% NaOH, 80 °C, 30 min; (2) HCl, H₂O (ii) Method A: ArCHO, Ac₂O, AcONa, reflux; Method B: ArCHO, Ac₂O, AcONa, MW, 100 °C, 15 min; Method C: ArCHO, Ac₂O, 5 mol.% I₂, MW, 90 °C, 20 min; (iii) Method D: morpholine, toluene, reflux; Method E: morpholine, AcOEt, MW, 80 °C, 15 min; (iv) Method F: piperazine, toluene, reflux; Method G: piperazine, toluene, TEA, MW, 110 °C, 10–20 min; Method H: piperazine, EtOH, rt; Method I: piperazine, MEG, MW, 120 °C, 5 min; (v) piperidine, toluene, MW, 100 °C, 15 min; (vi) EtOH, 75 °C, 30 min.