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

The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl 2 ] 3 ). The reactions proceed smoothly at low temperatures for a short reaction time without the use of toxic and vo...

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Bibliographic Details
Published inNew journal of chemistry Vol. 45; no. 4; pp. 253 - 259
Main Authors Nguyen, Vu Thanh, Nguyen, Hai Truong, Tran, Phuong Hoang
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 01.02.2021
Subjects
Catalytic activity
Chemical reactions
Eutectics
Low temperature
Reaction time
Selectivity
Solvents
Synthesis
Zinc chloride
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Summary:The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl 2 ] 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][ZnCl 2 ] 3 can be recycled in up to three consecutive cycles with an insignificant loss of catalytic activity under the optimized conditions. The multicomponent synthesis of 1-amidoalkyl naphthols and polyhydroquinolines has been developed as an atom-economic procedure catalyzed by a deep eutectic solvent ([CholineCl][ZnCl 2 ] 3 ).
Bibliography:10.1039/d0nj05687a
Electronic supplementary information (ESI) available. See DOI
ISSN:1144-0546
1369-9261
DOI:10.1039/d0nj05687a