Cyanofluorination of vinyl ethers enabled by electron donor–acceptor complexes
Literature Information
Publication Date
2018-12-12
DOI
10.1039/C8QO01143E
Impact Factor
5.281
Authors
Jia-Li Liu, Ze-Fan Zhu
View Original
Abstract
An efficient and mild three-component cyanofluorination of vinyl ethers with Selectfluor and TMSCN is described. The reaction protocol is operationally simple, allowing the access to various α-alkoxy-β-fluoronitriles bearing quaternary α-carbons in good to excellent yields. The mechanistic studies indicated that the formation of an electron donor–acceptor (EDA) aggregate and a subsequent single electron transfer (SET) process might be involved in the reaction.
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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
(1-(2-(Dimethylamino)ethyl)-1H-pyrazol-4-yl)boronic acid
CAS Number:
1086063-73-1
Molecular Formula:
C7H14BN3O2
![Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester structure](https://static.chemtradehub.com/structs/140/1404053-62-8-9da4.webp "Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester structure")
Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester
CAS Number:
1404053-62-8
Molecular Formula:
C40H59FN4O4
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