2-Oxo-1,2,3,4-tetrahydro-3-quinolinecarboxylic acid
CAS Number:
246867-17-4
Molecular Formula:
C10H9NO3
Synthesis of trifluoromethylated 3,4-dihydroquinolin-2(1H)-ones via a photo-induced radical cyclization of benzene-tethered 1,7-enynes with Togni reagent
Literature Information
Publication Date
2016-06-22
DOI
10.1039/C6QO00267F
Impact Factor
5.281
Authors
Yuanyuan An, Yunyan Kuang
View Original
Abstract
A photoinduced radical cyclization of benzene-tethered 1,7-enynes with Togni reagent in the presence of sodium iodide is developed. Under ultraviolet irradiation, (Z)-4-(iodomethylene)-3-(2,2,2-trifluoroethyl)-3,4-dihydroquinolin-2(1H)-ones are generated in moderate to good yields. The transformation works well without any metals or photo-redox catalysts at room temperature. During the reaction process, the reaction proceeds through a trifluoromethyl radical-triggered α,β-conjugated addition/intramolecular 6-exo cyclization/iodination, with the formation of multiple bonds. Good functional group tolerance is observed under the reaction conditions.
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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
(5Z,11alpha,13E,15R)-11,15-Dihydroxy-15-methyl-9-oxoprosta-5,13-dien-1-oic acid
CAS Number:
55028-70-1
Molecular Formula:
C21H34O5
![4-Chloro-N-{[4-(dimethylamino)phenyl]carbamoyl}benzenesulfonamide structure](https://static.chemtradehub.com/structs/558/5581-42-0-7dcb.webp "4-Chloro-N-{[4-(dimethylamino)phenyl]carbamoyl}benzenesulfonamide structure")
4-Chloro-N-{[4-(dimethylamino)phenyl]carbamoyl}benzenesulfonamide
CAS Number:
5581-42-0
Molecular Formula:
C15H16ClN3O3S
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