β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations

• Published in: Chemical record 2018-11, Vol.18 (11), p.1560-1582
• Main Authors: Dalal, Dipak S., Patil, Dipak R., Tayade, Yogesh A.
• Format: Article
• Language: English
• Subjects: Aldehydes; Amines; Anhydrides; Catalysis; Catalysts; Cyanide; Cyclodextrins; Hydrophobicity; inclusion complex; Ketones; multicomponent reactions; Nitriles; Oligosaccharides; Organic chemistry; Organic compounds; Oximes; Selectivity; Substrates; supramolecular catalyst; Transformations; β-Cyclodextrin
• ISSN: 1527-8999; 1528-0691
• DOI: 10.1002/tcr.201800016

β‐Cyclodextrin is cyclic oligosaccharide possessing hydrophobic cavity, which binds the substrates selectively and catalyze number of organic transformations with high selectivity. It catalyzes the reaction by non‐covalent supramolecular bonding with reversible formation of host‐guest complexes as seen in enzymes. This account summarizes our efforts in designing a good number of important organic transformations using β‐cyclodextrin and its derivatives. These reactions were performed in neat, aqueous as well as organic media. Greener synthetic routes to a variety of biologically relevant organic molecules has been developed. The temperature, solvent and catalyst amount plays in important role in these reactions. β‐Cyclodextrin activates variety of organic compounds like aldehydes, ketones, anhydride, oximes, amines, nitriles and increases the rate of reactions. This account summarizes our efforts in designing a good number of important organic transformations using β‐cyclodextrin and its derivatives. β‐Cyclodextrin is non‐toxic, biodegradable and efficient catalyst for the synthesis of Hantzsch 1,4‐Dihydropyridines, Beckmann rearrangement, Cycloaddition reaction, synthesis of N,N‘‐diaryl formamidines, synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one, synthesis of dihydropyrano[2,3‐c]pyrazoles, synthesis of 1H‐pyrazolo[1,2‐b]phthalazine‐5,10‐diones,3‐indolyl‐3‐hydroxy oxindoles and 3,3‐di(indolyl)indolin‐2‐ones and synthesis of insensitive high explosive 3‐nitro‐1,2,4‐triazol‐5‐one.