Limits...
Metal-free trifluoromethylation of aromatic and heteroaromatic aldehydes and ketones.

Qiao Y, Si T, Yang MH, Altman RA - J. Org. Chem. (2014)

Bottom Line: The ability to convert simple and common substrates into fluoroalkyl derivatives under mild conditions remains an important goal for medicinal and agricultural chemists.To complement these traditional strategies, we report a one-pot metal-free decarboxylative procedure for accessing β,β,β-trifluoroethylarenes and -heteroarenes from readily available ketones and aldehydes.This method features several benefits, including ease of operation, readily available reagents, mild reaction conditions, high functional-group compatibility, and scalability.

View Article: PubMed Central - PubMed

Affiliation: Department of Medicinal Chemistry, The University of Kansas , Lawrence, Kansas 66045, United States.

ABSTRACT
The ability to convert simple and common substrates into fluoroalkyl derivatives under mild conditions remains an important goal for medicinal and agricultural chemists. One representative example of a desirable transformation involves the conversion of aromatic and heteroaromatic ketones and aldehydes into aryl and heteroaryl β,β,β-trifluoroethylarenes and -heteroarenes. The traditional approach for this net transformation involves stoichiometric metals and/or multistep reaction sequences that consume excessive time, material, and labor resources while providing low yields of products. To complement these traditional strategies, we report a one-pot metal-free decarboxylative procedure for accessing β,β,β-trifluoroethylarenes and -heteroarenes from readily available ketones and aldehydes. This method features several benefits, including ease of operation, readily available reagents, mild reaction conditions, high functional-group compatibility, and scalability.

Show MeSH

Related in: MedlinePlus

Strategy for Troubleshooting Trifluoromethylation of SubstitutedAcetophenone
© Copyright Policy
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4120972&req=5

sch2: Strategy for Troubleshooting Trifluoromethylation of SubstitutedAcetophenone


Metal-free trifluoromethylation of aromatic and heteroaromatic aldehydes and ketones.

Qiao Y, Si T, Yang MH, Altman RA - J. Org. Chem. (2014)

Strategy for Troubleshooting Trifluoromethylation of SubstitutedAcetophenone
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4120972&req=5

sch2: Strategy for Troubleshooting Trifluoromethylation of SubstitutedAcetophenone
Bottom Line: The ability to convert simple and common substrates into fluoroalkyl derivatives under mild conditions remains an important goal for medicinal and agricultural chemists.To complement these traditional strategies, we report a one-pot metal-free decarboxylative procedure for accessing β,β,β-trifluoroethylarenes and -heteroarenes from readily available ketones and aldehydes.This method features several benefits, including ease of operation, readily available reagents, mild reaction conditions, high functional-group compatibility, and scalability.

View Article: PubMed Central - PubMed

Affiliation: Department of Medicinal Chemistry, The University of Kansas , Lawrence, Kansas 66045, United States.

ABSTRACT
The ability to convert simple and common substrates into fluoroalkyl derivatives under mild conditions remains an important goal for medicinal and agricultural chemists. One representative example of a desirable transformation involves the conversion of aromatic and heteroaromatic ketones and aldehydes into aryl and heteroaryl β,β,β-trifluoroethylarenes and -heteroarenes. The traditional approach for this net transformation involves stoichiometric metals and/or multistep reaction sequences that consume excessive time, material, and labor resources while providing low yields of products. To complement these traditional strategies, we report a one-pot metal-free decarboxylative procedure for accessing β,β,β-trifluoroethylarenes and -heteroarenes from readily available ketones and aldehydes. This method features several benefits, including ease of operation, readily available reagents, mild reaction conditions, high functional-group compatibility, and scalability.

Show MeSH
Related in: MedlinePlus