NEW FACILE SYNTHESIS OF 3-SUBSTITUTED 7,8-DIHYDROQUINOLIN-5(6H)-ONES AND [1]BENZOPYRANO-[4,3-b]PYRIDIN-5-ONES USING 2-(HETERO)ARYLVINAMIDINIUM SALTS

被引：1

作者：

Weng, Yiyi ^{[1
]}

Sun, Chen ^{[1
]}

Cao, Qingwei ^{[1
]}

Chen, Hantao ^{[1
]}

Li, Nanhui ^{[1
]}

Chen, Zhuo ^{[1
]}

Su, Weike ^{[2
]}

机构：

[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R China

[2] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Zhejiang, Peoples R China

来源：

HETEROCYCLES | 2018年 / 96卷 / 11期

基金：

中国国家自然科学基金;

关键词：

VINAMIDINIUM SALTS; BIOLOGICAL EVALUATION; PYRIDINES; DERIVATIVES; ARYL;

D O I：

10.3987/COM-18-13988

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The method of cyclocondensation of 3-amino-2-cyclohexen-1-ones 2 or 4-aminocoumarin 3 with symmetrical 2-(hetero)arylvinamidinium salts 1 has been developed, providing an efficient synthetic pathway to access novel functionalized 3-substituted 7,8-dihydroquinolin-5(6R)-ones 4 or [1]benzopyrano[4,3-b]pyridin-5-ones 5 in good to excellent yields. All the aryl-substituted and heterocyclic-substituted vinamidinium salts undergo a facile electrocyclic ring closure to form pyridine ring with alpha,beta-unsaturated ketones. A possible mechanism for the formation of pyridine ring is proposed.

引用

页码：1889 / 1895

页数：7

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