Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 2, Pages 240-253Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500791
Keywords
biaryls; C-C cross coupling; ferrocenes; ligand-directed C-H functionalization; nickel catalysts; palladium catalysts
Categories
Funding
- IISER Bhopal
- DRDO New Delhi
- CSIR New Delhi
- DST
- CSIR-UGC
Ask authors/readers for more resources
A mild and efficient palladium-catalyzed synthetic method for the C-H functionalization of N-(quinolin-8-yl)ferrocenecarboxamide has been developed. Various aryl iodides containing I, NO2, CN, COMe, CO2Et, and NH functionalities and also alkyl iodides underwent the Pd-catalyzed intermolecular carbon-carbon bond forming reaction with ferrocenecarboxamide successfully which led to a diverse array of bis(aryl/alkyl)ferrocenecarboxamides in 34-92% yields. Cross-coupling of the ferrocenyl C-H bond with aryl iodides can also be achieved utilizing an economical Ni catalyst. Additionally, selective monoalkylation of ferrocenecarboxamide was studied using sodium bicarbonate as base and dibenzyl-phosphoric acid as additive under Pd-catalyzed reaction conditions. Subsequently, removal of the directing group, 8-aminoquinoline, from bis(aryl)ferrocenecarboxamides led to bis(aryl)ferrocenes bearing versatile methyl ester and carboxaldehyde functional groups.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available