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Facile synthesis of aminoalkyl naphthols and single crystal X-ray, computational studies on 1-[morpholino(thiophen-2-yl)methyl]naphthalen-2-ol

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Abstract An efficient, eco-friendly protocol is developed for the synthesis of 1- (α-aminoalkyl)-2-naphthol derivatives via one-pot three-component reaction of 2-naphthol, aromatic aldehydes and piperidine or morpholine in the presence of… Click to show full abstract

Abstract An efficient, eco-friendly protocol is developed for the synthesis of 1- (α-aminoalkyl)-2-naphthol derivatives via one-pot three-component reaction of 2-naphthol, aromatic aldehydes and piperidine or morpholine in the presence of Amberlite IRA-400 Cl resin as a catalyst. This approach carries characteristics of one-pot synthesis, high yield, and mild, clean reaction conditions with the recyclable catalyst. One of the products (4p), crystalized in trigonal crystal system with P32 space group, was obtained and compared with the theoretical calculation of popular Density Functional Theory (DFT), B3LYP/6-311++G(d,p) basis set. The energy of highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) was calculated. All theoretical calculations agree with the experimental values.

Keywords: facile synthesis; synthesis; synthesis aminoalkyl; naphthols single; aminoalkyl naphthols

Journal Title: Journal of Molecular Structure
Year Published: 2021

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