(1-(2-(Dimethylamino)ethyl)-1H-pyrazol-4-yl)boronic acid
CAS Number:
1086063-73-1
Molecular Formula:
C7H14BN3O2
Copper-catalyzed stereoselective oxytrifluoromethylation of propargyl amides for the construction of oxazolines
Literature Information
Publication Date
2015-03-13
DOI
10.1039/C5QO00044K
Impact Factor
5.281
Authors
Yanan Wang, Min Jiang, Jin-Tao Liu
View Original
Abstract
The copper-catalyzed stereoselective oxytrifluoromethylation of terminal propargyl amides took place readily in the presence of Togni's reagent under mild conditions, giving the corresponding trifluoromethylated oxazoline derivatives in moderate to good yields. Using CuBr as catalyst, the E-isomer was obtained as major product. However, the formation of Z-isomer with excellent stereoselectivity was also achieved while Cu(CH3CN)4PF6 was used. Plausible pathways are proposed to account for the excellent stereoselectivity of 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
(2S,4R)-4-(3-Bromobenzyl)pyrrolidine-2-carboxylic acid hydrochloride
CAS Number:
1049734-10-2
Molecular Formula:
C12H15BrClNO2
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