Nucleophilic Reactivity of a Novel 3-Chloro-3-(4,9-dimethoxy5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal

被引：10

作者：

Ali, T. E. ^{[1
,2
]}

Assiri, M. A. ^{[1
]}

Ibrahim, M. A. ^{[2
]}

Yahia, I. S. ^{[3
]}

机构：

[1] King Khalid Univ, Fac Sci, Dept Chem, Abha 61421, Saudi Arabia

[2] Ain Shams Univ, Fac Educ, Dept Chem, Cairo 11711, Egypt

[3] King Khalid Univ, Fac Sci, Dept Phys, Abha 61421, Saudi Arabia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 56卷 / 05期

关键词：

6-acetylkhellin; Vilsmeier-Haack; beta-chloroenaldehyde; nucleophilic reactions; benzofuran; pyrazole; isoxazole; pyrimidine; KHELLIN; CHROMONE; DERIVATIVES; ACID;

D O I：

10.1134/S1070428020050188

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：845 / 855

页数：11

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