An Efficient One-Pot Green Synthesis of 4H-Benzo[b]pyrans Using Guanidinium Chloride as Polyfunctional Organocatalyst
Journal Title: Iranian Chemical Communication - Year 2016, Vol 4, Issue 1
Abstract
A simple, efficient, and high yielding one-pot protocol has been developed for the synthesis of 4H-benzo[b]pyrans scaffolds installing a three-component tandem Knoevenagel-cyclocondensation reaction of an aldehyde, malononitrile and dimedone using guanidinium chloride as polyfunctional organocatalyst under solvent-free conditions in high to excellent yields. Various aromatic aldehydes were utilized in the reaction and in all situations the desired product were synthesized successfully. The advantageous features of this methodology are operational simplicity, convenient work-up procedures, shorter reaction time and avoiding the use of toxic solvents and purification of products by non-chromatographic methods. The generality and functional tolerance of this convergent and environmentally benign method is demonstrated.
Authors and Affiliations
Mahdieh Sadeghpour
Keywords
Related Articles
- EP ID EP259266
- DOI -
- Views 131
- Downloads 0
Fe2V4O13 assisted hetero-Fenton mineralization of methyl orange under UV-A light irradiation
Fe2V4O13 is prepared and characterized by X-ray diffraction (XRD), Fourier transform infrared (FT-IR), UV-diffuse reflectance spectroscopy (UV-DRS), high resolution scanning electron microscopy (HR-SEM) using energy disp...
Preparation of sterically congested 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane, aromatic acids, cyclopentanone and primary amines
Reactions of N-isocyaniminotriphenylphosphorane with cyclopentanone have been studied in the presence of aromatic carboxylic acids and primary amines, proceeds smoothly at room temperature under neutral conditions to aff...
N,N,N,N-Tetramethylguanidinium acetate as an efficient and reusable ionic liquid catalyst for the one-pot synthesis of dihydropyrrol-2-ones
An extremely facile and efficient procedure which has been developed for the synthesis of dihydropyrrol-2-ones. One-pot four-component reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde in the presence...
Nickel ferrite as a recyclable nanocatalyst for synthesis of novel highly substituted 1,4-dihydropyrano[2,3-c]pyrazole derivatives
Highly substituted 1,4-dihydropyrano[2,3-c]pyrazole derivatives were synthesized by four-component reaction of aromatic aldehydes, malononitrile, ethyl acetoacetate and various phenylhydrazine, using nickel ferrite as a...
Tetrabutylammonium bromide-Cesium carbonate: new reagent system for the synthesis of substituted pyridines at room temperature
The highly substituted pyridine derivatives are found to exhibit diverse pharmacological activities. They are also emerged as potential medicinal leads in developing therapeutic agents for the treatment of various diseas...