3-(3-Carboxyphenyl)-5-(trifluoromethyl)benzoic acid
CAS Number:
1261930-96-4
Molecular Formula:
C15H9F3O4
Amidyl radical-mediated aminodifluoroallylation of alkenes via photoredox catalysis
Literature Information
Publication Date
2021-09-18
DOI
10.1039/D1QO01208H
Impact Factor
5.281
Authors
Jia-Lin Tu, Jia-Wen Yang, Wei Xu, Ma Su
View Original
Abstract
Nitrogen-containing heterocycles are prevalent in both natural and synthetic bioactive molecules. We report herein an unprecedented protocol for the radical aminodifluoroallylation of alkenes with pendent N-aryl amides via synergistic photoredox and Brønsted base catalysis, furnishing gem-difluoroalkene-containing N-heterocycles with high diversity. The reaction proceeds through a cascade of PCET (proton-coupled electron transfer)-based amidyl radical formation, 5-exo cyclization, coupling with trifluoromethyl alkenes, and β-fluoride elimination. Moreover, this transformation exhibits wide functional-group compatibility and occurs under redox-neutral conditions.
Related Literature
Report of the Government Chemist upon the work of the Government Laboratory
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate structure](https://static.chemtradehub.com/structs/253/253196-37-1-8450.webp "Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate structure")
Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate
CAS Number:
253196-37-1
Molecular Formula:
C12H18N2O5
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