Ball-milling enables highly selective solvent-free N-tert-butoxycarbonylation for activation of amides

Humic acid, a biodegradable, non‐toxic and easily accessible high molecular weight organocatalyst has been explored for the straightforward and environmentally benign approach towards the preparation of diverse array of functionalized bis(indolyl)methanes, bis(pyrazolyl)methanes, bis‐coumarins and bis‐lawsones by the reaction of a vast range of aldehydes with indole, 3‐methyl‐1‐phenyl pyrazolone, 4‐hydroxycoumarin and 2‐hydroxynaphthalene‐1,4‐dione respectively under solvent‐free condition. These protocols proceed without any hazardous solvents, toxic metal catalysts and harsh reaction conditions. In addition, low catalyst loading, good yield and excellent functional group tolerance are the key advantages of these protocols. The used catalyst and solvent‐free approach make this strategy safe to our mother earth. For the first time reusability of humic acid was investigated and found that it can be recycled up to fifth run without any significant loss of its activity at the end of the reaction. Some bioactive molecules such as arundine, trisindoline and vibribdole A were easily synthesized in our lab by utilizing this designed strategy.

show abstract

Humic acid: A Biodegradable Organocatalyst for Solvent‐free Synthesis of Bis(indolyl)methanes, Bis(pyrazolyl)methanes, Bis‐coumarins and Bis‐lawsones

Mitra

Ghosh

2021

ChemistrySelect

View full text Add to dashboard Cite

show abstract

One‐pot Three‐component Solvent‐free Tandem Annulations for Synthesis of Tetrazolo[1,2‐a]pyrimidine and [1,2,4]triazolo[1,5‐a]pyrimidine

et al. 2022

View full text Add to dashboard Cite

β-Cyclodextrin, a robust organocatalyst has been explored for the straightforward and facile synthesis of tetrazolo[1,2a]pyrimidine and [1,2,4]triazolo[1,5-a]pyrimidine derivatives through one-pot three-component tandem annulations reaction under solvent-free condition using aldehyde, active methylene compound and 5-aminotetrazole or 3-amino-1,2,4-triazole respectively. This greener chemical procedure has advantages such as shorter reaction time, absence of toxic and hazardous catalyst, chemicals and solvent, highly functional group tolerance, easy work up procedure and product separation.

show abstract

Humic Acid: A Green‐Catalyst‐Mediated Solvent‐Free Synthesis of Functionalized Diethyl(Phenyl(phenylamino)methyl)phosphonate

2023

View full text Add to dashboard Cite

Humic acid, a high molecular weight, environment friendly biopolymer has been investigated as a catalyst for a straightforward and versatile one‐pot three‐component reaction through famous Kabachnik‐Fields reaction for the diversity‐oriented convergent synthesis of diethyl(phenyl(phenylamino)methyl)phosphonate by using aldehydes, amines and diethyl phosphite under solvent‐free reaction condition. The developed reaction protocol has successfully removed the use of hazardous solvent, toxic reagent, metal catalyst and harsh reaction condition for the synthesis of this important class of compound. The eco‐benign reaction condition, low catalyst loading, easy reaction set‐up, good yield and broad range of functional group tolerance are the key advantages of the reported protocol. Furthermore, the solvent free reaction protocol using humic acid, as a green, non‐toxic, easily available, biodegradable and easily recycled polymeric catalyst convincingly enhances the superiority of this newly developed protocol over the conventional one.

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Ball-milling enables highly selective solvent-free N-tert-butoxycarbonylation for activation of amides

Cited by 5 publications

References 37 publications

Humic acid: A Biodegradable Organocatalyst for Solvent‐free Synthesis of Bis(indolyl)methanes, Bis(pyrazolyl)methanes, Bis‐coumarins and Bis‐lawsones

Humic acid: A Biodegradable Organocatalyst for Solvent‐free Synthesis of Bis(indolyl)methanes, Bis(pyrazolyl)methanes, Bis‐coumarins and Bis‐lawsones

One‐pot Three‐component Solvent‐free Tandem Annulations for Synthesis of Tetrazolo[1,2‐a]pyrimidine and [1,2,4]triazolo[1,5‐a]pyrimidine

Humic Acid: A Green‐Catalyst‐Mediated Solvent‐Free Synthesis of Functionalized Diethyl(Phenyl(phenylamino)methyl)phosphonate

Contact Info

Product

Resources

About