A ONE-POT APPROACH TO CONSTRUCT 3-(2-METHOXYPYRIDIN-3-YL)-4H-CHROMEN-4-ONES VIA MEINWALD REARRANGEMENT/INTRAMOLECULAR DEMETHYLATION ANNULATION OF EPOXIDES

被引：1

作者：

Hu, Min-Qi ^{[1
]}

Zhang, Ying ^{[1
]}

Dai, Kai-Li ^{[1
]}

Yu, Li-Fang ^{[1
]}

Liu, Ting ^{[1
]}

Tang, Jie ^{[1
,2
]}

Yang, Fan ^{[1
]}

机构：

[1] East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200062, Peoples R China

[2] Shanghai Greenchem & Biotech Co Ltd, Shanghai 200062, Peoples R China

来源：

HETEROCYCLES | 2021年 / 102卷 / 06期

关键词：

EFFICIENT SYNTHESIS; REARRANGEMENT; ANALOGS; GLAZIOVIANIN; DERIVATIVES; ISOFLAVONES; QUINOLONES; CHROMONES; SERIES; DILL;

D O I：

10.3987/COM-21-14459

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and practical approach for construction of 3-(2-methoxypyridin-3-yl)-4H-chromen-4-ones has been successfully developed by a one-pot Meinwald rearrangement/intramolecular demethylation annulation reaction sequence with easily accessible epoxides as the starting material. The synthetic protocol is of excellent functional group compatibility under mild reaction conditions, and 3-(2-methoxypyridin-3-yl)-4H-chromen-4-ones were obtained in high yields. Moreover, further derivation successfully furnished more complicated derivatives by Suzuki-Miyaura cross-coupling reaction which may provide a promising potential application in exploring biological activity of 3-aryl-4H-chromen-4-ones.

引用

页码：1194 / 1209

页数：16

共 25 条

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