Issue 4, 2021

One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight

Abstract

The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl2]3). The reactions proceed smoothly at low temperatures for a short reaction time without the use of toxic and volatile organic solvents. Deep eutectic solvents are capable of not only allowing multicomponent reactions to proceed in high yield but also controlling the selectivity towards desired products. The mechanistic insight was examined by HRMS (ESI) to propose a plausible mechanism. Furthermore, [CholineCl][ZnCl2]3 can be recycled in up to three consecutive cycles with an insignificant loss of catalytic activity under the optimized conditions.

Graphical abstract: One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
22 Nov 2020
Accepted
22 Dec 2020
First published
22 Dec 2020

New J. Chem., 2021,45, 2053-2059

One-pot three-component synthesis of 1-amidoalkyl naphthols and polyhydroquinolines using a deep eutectic solvent: a green method and mechanistic insight

V. T. Nguyen, H. T. Nguyen and P. H. Tran, New J. Chem., 2021, 45, 2053 DOI: 10.1039/D0NJ05687A

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