N. Ahmadi, M. Maghsoodlou, M. Nassiri, Forough Jalili Milani
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Glycogen: A Novel Biopolymer Catalyst for the One-Pot Synthesis of Spirooxindoles, Spiro-Acenaphthylenes, and Spiro-2-Aminopyrans
Derivatives under Mild Conditions
Background: Glycogen, a naturally occurring macromolecule, in its granular
form and without any post-modification was found to be an efficient and eco-friendly bifunctional
heterogeneous organocatalyst.
This catalyst can be useful for the domino synthesis of various spiropyren annulated derivatives
through three-component condensation of isathin, malononitrile, and diverse 1,3-dicarbonyl compounds,
activated CH-acids, through Knoevenagel-Michael-annulation sequence under mild conditions.
Corresponding spiro derivatives were obtained in high to excellent yields after 5-15 min
stirring in 2 mL EtOH and 60°C in the presence of 0.01g of glycogen, equimolar amounts of isatin/
acenaphthoquinone/ninhydrin, malononitrile, and 1,3-dicarbonyl compounds.
FTIR and 1H NMR spectroscopic showed there isn't any catalyst in the media and desired
products were obtained in excellent purity.
Avoiding any transition metal, one-pot, and multicomponent procedure catalyzed by a
biopolymer, broad substrate scope, and operational simplicity are essential features of this methodology
for the preparation of medicinally important compounds.
期刊介绍:
Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance.
Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.