期刊
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
卷 56, 期 5, 页码 845-855出版社
MAIK NAUKA/INTERPERIODICA/SPRINGER
DOI: 10.1134/S1070428020050188
关键词
6-acetylkhellin; Vilsmeier-Haack; beta-chloroenaldehyde; nucleophilic reactions; benzofuran; pyrazole; isoxazole; pyrimidine
资金
- Deanship of Scientific Research, King Khalid University
A novel 3-chloro-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal was synthesized from 6-acetyl-4,9-dimethoxy-5H-furo[3,2-g]chromen-5-one by the Vilsmeier-Haack reaction, and its chemical reactivity toward some mono- and di-nitrogen nucleophiles was investigated. The reactions of the synthesized enal with primary amines, specifically benzylamine andp-toluidine, gave novel enamines or enaminones, depending on the molar ratio of the reagents, and its reactions with 1,2- and 1,3-dinucleophiles produced some novel benzofuran derivatives bearing bipyrazole, pyrazolylisoxazole, and bipyrimidine substituents in the C(6)position. The structures of the newly synthesized compounds waere elucidated on the basis of their analytical and spectral data.
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