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作者 |
Iminov, Rustam T.;Tverdokhlebov, Anton V.;Tolmachev, Andrey A.;Volovenko, Yulian M.;Kostyuk, Alexander N.;Chernega, Alexander N.;Rusanov, Eduard B.; |
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[摘要]:The interaction of 2,4-dioxo-2H-3,1-benzoxazine-1(4H)-acetate and 1-(3,3-dimethyl-2-oxobutyl)- and 1-(2-oxopropyl)-2H-3,1-benzoxazine-2,4(1H)-diones with substituted acetonitriles, XCH2CN (X = CN, hetaryl), was studied. In AcOH in the presence of NaOAc, imidazo[1,2-a]quinoline-2,5(1H,3H)-diones and 2-tert-butyl- and 2-methylimidazo[1,2-a]quinolin-5(3H)-ones were obtained in 60-85% yield. A reaction pathway is suggested and was confirmed by the isolation of specific intermediates. The scope and limitations of the method are discussed. The structure of the obtained imidazo[1,2-a]quinoline derivs. was assigned unambiguously on the basis of an x-ray crystallog. study on 2-tert-butyl-4-[4-(4-chlorophenyl)-2-thiazolyl]imidazo[1,2-a]quinolin-5(3H )-one [monoclinic, space group P21/n, a 15.663(2), b 7.8495(11), c 18.353(2) ? b 110.2? V 2117.2(5) ?, Z 4]. |
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