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- Title
Abnormal reactions of 2-methoxy-4,9-dimethyl-1-nitroacridine with selenous acid and selenium(IV) oxide. Synthesis of 1 H-selenopheno[2,3,4- k, l]acridine-1-one: A new seleno-containing ring system.
- Authors
Radchenko, Oleg S.; Sigida, Elena N.; Balaneva, Nadezhda N.; Dmitrenok, Pavel S.; Novikov, Vyacheslav L.
- Abstract
Unusual course of the reaction was revealed on the oxidation of functionally substituted acridine containing the activated methyl groups by well-known oxidants, such as selenous acid and selenium(IV) oxide. Treatment of 2-methoxy-4,9-dimethyl-1-nitroacridine () with an excess of HSeO in boiling ethanol gave a mixture of the normal reaction products, 2-methoxy-4-methyl-1-nitro-9-formylacridine () (isolated yield 29%) and 2-methoxy-4-methyl-1-nitroacridine-9-carboxylic acid () (36%), together with an abnormal product, 3-methoxy-5-methyl-1 H-selenopheno[2,3,4- k,l]acridine-1-one () (21%), which is the first example of a new seleno-containing ring system. With the use of SeO the yield of selenolactone was much lower. J. Heterocyclic Chem., 2011.
- Subjects
CHEMICAL reactions; SELENIUM compounds; ACRIDINE; OXIDATION; CYCLIC compounds
- Publication
Journal of Heterocyclic Chemistry, 2011, Vol 48, Issue 1, p209
- ISSN
0022-152X
- Publication type
Article
- DOI
10.1002/jhet.512