4345-43-1Relevant academic research and scientific papers
Reactions of O-Methyl o-Quinone Monoximes with Methyl-, Methylene- and Methine- Substituted Aromatic Compounds. Synthesis of Benzo[d]oxazole and 1,4-Benzoxazine derivatives
Nicolaides, Demetrios N.,Awad, R. Wajih,Papageorgiou, Georgios K.,Kojanni, Efthalia,Tsoleridis, Constantinos A.
, p. 1651 - 1656 (1997)
O-MethyI o-quinone monoxime 1 reacts thermally with compounds 2a-d or 6a,b or 7a,b to give mainly the corresponding 2-substituted phenanthroxazoles 3a-c and 8. The reaction of 1 with aromatic methylene compounds 10a-c affords the ketones 13a-c in moderate to high yields. Similar products are also obtained from the reaction of monoximes 15a,b with some of the above reactants. The unexpected products 5 and 20 are obtained from the reaction of 1 with 2-methylimidazole (2d) and with phenyloxirane (19) respectively, while the 4H-1,4-oxazine derivative 23 is obtained from the reaction of 1 with indene (21).
Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
Vinsova, Jarmila,Horak, Vaclav,Buchta, Vladimir,Kaustova, Jarmila
, p. 760 - 770 (2007/10/03)
A series of lipophilic 2-substituted 5,7-di-tert-butylbenzoxazoles was prepared in average yields by the reaction of 3,5-di-tert-butyl-1,2-benzoquinone with amino acids and dipeptides bearing N-terminal glycine. Dipeptides having other N-terminal amino acids undergo oxidative deamination. 5,7-Di-tert-butylbenzoxazoles have shown activity against Mycobacterium tuberculosis and some nontuberculous strains where isoniazid has been inactive. Antifungal activity was mediocre.
1,4-Benzoxazin-2-ones, benzo[d]oxazoles and 2H-1,4-benzoxazines from the reaction of 2-(methoxyimino)benzen-1-ones with arylacetates, arylacetic acids and trans-stilbene
Nicolaides, Demetrios N.,Awad, R. Wajih,Varella, Evangelia A.
, p. 633 - 637 (2007/10/03)
10-(Methoxyimino)phenanthrene-9-one 1 reacts thermally with the arylacetic derivatives 2(a-j) to yield the corresponding 1,4-benzoxazin-2-ones 4(a-d,f) and benzo[d]oxazoles 5(a-e,g). Similarly, reaction of the monoximes 7a, 7b with compounds 2a, 2d respectively affords 8a, 8b, while action of trans-stilbene on the monoximes 1, 7a, 7b leads to the 1,4-benzoxazines 10, 11, 13, obtained along with the corresponding 2-phenyloxazoles 5a, 8a, 8c and compound 12.
