50487-77-9Relevant articles and documents
CuBr2-promoted intramolecular bromocyclization of N-allylamides and aryl allyl ketone oximes
Yang, Chun-Hua,Xu, Zhong-Qi,Duan, Lili,Li, Yue-Ming
, p. 6747 - 6753 (2017/10/26)
A new and easy-to-perform route to 2-oxazolines amd isoxazolines was reported. Using CuBr2 as both the bromide source and the reaction promoter, bromocyclization of N-allylamides and allyl ketone oximes proceeded readily, leading to oxazolines
Synthesis of Δ2-1,3-oxazolines and Δ2-1,3-oxazines using potassium fluoride on alumina
Mitchell,Benicewicz
, p. 675 - 677 (2007/10/02)
Potassium fluoride (40%) on alumina was used as a basic reagent for the ring closure of N-(β- or γ-haloalkyl)amides to give Δ2-1,3-oxazolines and Δ2-1,3-oxazines, respectively. Various 2-alkyl and 2-aryl derivatives were synthesized in moderate to high yield under relatively mild conditions (KF/Al2O3, solvent, room temperature). The procedure also facilitated simple workup and purification of the products. New compounds synthesized by this method are: 5-bromomethyl-2-phenyl-Δ2-1,3-oxazoline, 4,4-dimethyl-2-vinyl-Δ2-1,3-oxazoline, and 5-methylene-2-phenyl-Δ2-1,3-oxazine. The last compound represents the first authentic example of a 5-functionally substituted oxazine without substitution in the 4- or the 6-position.