Premium
Synthesis of benzo[ b ]xanthene‐triones and tetrahydrochromeno[2,3‐ b ]xanthene tetraones via three‐ or pseudo–five‐component reactions using Fe 3 O 4 @SiO 2 /PEtOx as a novel, magnetically recyclable, and eco‐friendly nanocatalyst
Author(s) -
Rahnamafar Reyhaneh,
Moradi Leila,
Khoobi Mehdi
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3911
Subject(s) - xanthene , dimedone , chemistry , catalysis , fourier transform infrared spectroscopy , nuclear chemistry , multi component reaction , scanning electron microscope , aldehyde , organic chemistry , chemical engineering , materials science , engineering , composite material
Abstract In this study, poly(2‐ethyl‐2‐oxazoline) (PEtOx) immobilized on Fe 3 O 4 nanoparticles (Fe 3 O 4 @SiO 2 /PEtOx) has been constructed as a new, heterogeneous, efficient, and recyclable nanocatalyst. The prepared nanocatalyst was characterized by Fourier transform infrared (FTIR), scanning electron microscopy (SEM), powder X‐ray diffraction (XRD), energy‐dispersive X‐ray spectroscopy (EDS) analysis, and vibrating‐sample magnetometer (VSM) techniques. Nanocatalyst was employed to synthesize benzo[ b ]xanthene‐triones and tetrahydrochromeno[2,3‐ b ]xanthene tetraones via one‐pot three‐ or pseudo–five‐component reaction between 2‐hydroxy‐1,4‐naphthoquinone or 2,5‐dihydroxy‐1,4‐benzoquinone, aldehyde, and dimedone or 1,3‐cyclohexanedione under reflux condition in ethanol. The catalyst could be easily separated and recycled several times without considerable loss of activity. Clean methodology, easy work‐up, mild reaction condition, short reaction time with good‐to‐excellent yields, and simple preparation of the catalyst are some advantages of the presented work.