Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst

A green procedure for the one-pot three-component synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives from the reaction of 2-naphtol, aldehydes, and malononitrile/acetamide in the presence of a catalytic amount of Fe3O4@enamine-B(OSO3H)2 as an eff...

Full description

Bibliographic Details
Main Authors: Li Fangping, Zhang Jun, Wang Longjiang, Liu Weijian, Yousif Qahtan A.
Format: Article
Language:English
Published: Sciendo 2020-06-01
Series:Polish Journal of Chemical Technology
Subjects:
Online Access:https://doi.org/10.2478/pjct-2020-0012
id doaj-df2f495a2d24448d839d531ba3080aeb
record_format Article
spelling doaj-df2f495a2d24448d839d531ba3080aeb2021-09-05T14:01:02ZengSciendoPolish Journal of Chemical Technology1899-47412020-06-0122291910.2478/pjct-2020-0012pjct-2020-0012Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalystLi Fangping0Zhang Jun1Wang Longjiang2Liu Weijian3Yousif Qahtan A.4Guodian Jinshajiang Xulong Hydropower Development Co., Ltd, Chengdu, Sichuan, 610041, ChinaUniversity of Science and Technology, School of Civil Engineering, Anshan, Liaoning 114000, ChinaDalian University of Technology, State Key Laboratory of Coastal and Offshore Engineering, Dalian, Liaoning, 116024, ChinaZhongyuan University of Technology, Department of Architecture and Engineering, Zhengzhou, Henan, 450007, ChinaUniversity of Al-Qadisiyah, College of Science, Department of Chemistry, Republic of IraqA green procedure for the one-pot three-component synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives from the reaction of 2-naphtol, aldehydes, and malononitrile/acetamide in the presence of a catalytic amount of Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst is described. The catalyst was characterized using Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy dispersive X-ray spectroscopy (EDX), and X-ray diffraction (XRD). These strategies possess some merits such as simple work-up method, easy preparation of the catalyst, short reaction times, good-to-high yields, and non-use of hazardous solvents during all steps of the reactions. Moreover, due to the magnetic nature of the catalyst, it was readily recovered by magnetic decantation and can be recycled at least six runs with no considerable decrease in catalytic activity.https://doi.org/10.2478/pjct-2020-00121-amidoalkyl-2-naphthol3-amino-1-phenyl-1h benzo[f]chromene-2-carbonitrilesolvent-free conditionsmagneticcatalyst
collection DOAJ
language English
format Article
sources DOAJ
author Li Fangping
Zhang Jun
Wang Longjiang
Liu Weijian
Yousif Qahtan A.
spellingShingle Li Fangping
Zhang Jun
Wang Longjiang
Liu Weijian
Yousif Qahtan A.
Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst
Polish Journal of Chemical Technology
1-amidoalkyl-2-naphthol
3-amino-1-phenyl-1h benzo[f]chromene-2-carbonitrile
solvent-free conditions
magnetic
catalyst
author_facet Li Fangping
Zhang Jun
Wang Longjiang
Liu Weijian
Yousif Qahtan A.
author_sort Li Fangping
title Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst
title_short Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst
title_full Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst
title_fullStr Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst
title_full_unstemmed Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst
title_sort solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1h benzo[f]chromene-2-carbonitrile derivatives by fe3o4@enamine-b(oso3h)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst
publisher Sciendo
series Polish Journal of Chemical Technology
issn 1899-4741
publishDate 2020-06-01
description A green procedure for the one-pot three-component synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives from the reaction of 2-naphtol, aldehydes, and malononitrile/acetamide in the presence of a catalytic amount of Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst is described. The catalyst was characterized using Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy dispersive X-ray spectroscopy (EDX), and X-ray diffraction (XRD). These strategies possess some merits such as simple work-up method, easy preparation of the catalyst, short reaction times, good-to-high yields, and non-use of hazardous solvents during all steps of the reactions. Moreover, due to the magnetic nature of the catalyst, it was readily recovered by magnetic decantation and can be recycled at least six runs with no considerable decrease in catalytic activity.
topic 1-amidoalkyl-2-naphthol
3-amino-1-phenyl-1h benzo[f]chromene-2-carbonitrile
solvent-free conditions
magnetic
catalyst
url https://doi.org/10.2478/pjct-2020-0012
work_keys_str_mv AT lifangping solventfreesynthesisof1amidoalkyl2naphtholand3amino1phenyl1hbenzofchromene2carbonitrilederivativesbyfe3o4enamineboso3h2asanefficientandnovelheterogeneousmagneticnanostructurecatalyst
AT zhangjun solventfreesynthesisof1amidoalkyl2naphtholand3amino1phenyl1hbenzofchromene2carbonitrilederivativesbyfe3o4enamineboso3h2asanefficientandnovelheterogeneousmagneticnanostructurecatalyst
AT wanglongjiang solventfreesynthesisof1amidoalkyl2naphtholand3amino1phenyl1hbenzofchromene2carbonitrilederivativesbyfe3o4enamineboso3h2asanefficientandnovelheterogeneousmagneticnanostructurecatalyst
AT liuweijian solventfreesynthesisof1amidoalkyl2naphtholand3amino1phenyl1hbenzofchromene2carbonitrilederivativesbyfe3o4enamineboso3h2asanefficientandnovelheterogeneousmagneticnanostructurecatalyst
AT yousifqahtana solventfreesynthesisof1amidoalkyl2naphtholand3amino1phenyl1hbenzofchromene2carbonitrilederivativesbyfe3o4enamineboso3h2asanefficientandnovelheterogeneousmagneticnanostructurecatalyst
_version_ 1717810933859876864