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L‐Proline‐Functionalized Fe 3 O 4 Nanoparticles as an Efficient Nanomagnetic Organocatalyst for Highly Stereoselective One‐Pot Two‐Step Tandem Synthesis of Substituted Cyclopropanes
Author(s) -
FirouziHaji Razieh,
Maleki Ali
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802608
Subject(s) - chemistry , dabco , catalysis , stereoselectivity , cyclopropane , tandem , aryl , one pot synthesis , octane , organic chemistry , nuclear chemistry , alkyl , materials science , ring (chemistry) , composite material
In this study, a series of highly stereoselective polysubstituted cyclopropane derivatives ( trans ‐2,3‐dihydro‐spiro[2‐aroyl‐3‐aryl‐cyclopropane]1,2‐indene‐1,3‐diones) were synthesized via a one‐pot two‐step tandem reaction starting from phenacyl bromide derivatives, 1,3‐indanedione and aromatic aldehydes in ethanol using 1,4‐diazabicyclo[2.2.2]octane (DABCO) as a co‐catalyst and Fe 3 O 4 \SiO 2 \propyltriethoxysilane\L‐proline as a nanomagnetic organocatalyst. This synthesized nanocatalyst was characterized by Fourier transforms infrared (FT‐IR) spectroscopy, energy dispersive X‐ray (EDX) analysis and scanning electron microscopy (SEM) images to confirm the formation of the nanocomposite. The catalyst can be easily recovered by simple magnetic decantation and their catalytic activity remains unaltered after ten consecutive cycles, making them environmentally‐friendly and widely applicable due to their efficiency, ease of handling and cost effectiveness.