The Chemo-selective Reaction of 2-Amino-N-arylbenzohydrazide and Ketonic Acid Catalyzed by Iodine for the Synthesis of Quinazoline Derivatives

被引：2

作者：

Liu, Jian-Quan ^{[1
]}

Zhang, Wen-Ting ^{[1
]}

Wang, Xiang-Shan ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Jiangsu Key Lab Green Synth Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2018年 / 55卷 / 08期

关键词：

IONIC LIQUIDS; EFFICIENT SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; COUPLING REACTIONS; MEDIA;

D O I：

10.1002/jhet.3228

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chemo-selective reaction of 2-amino-N-arylbenzohydrazide and ketonic acid catalyzed by iodine was used to synthesize various 2,3-dihydroquinazolin-4(1H)-ones efficiently. The use of levulinic acid furnished a series of 2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazoline-1,5-diones in high yields, while acetobutyric acid only afforded the quinazoline skeletons without forming the second pyridine ring. Using alcohol as the solvent instead of ionic liquids, a subsequent esterification was performed with the carboxylic group of acetobutyric acid substrate in one-pot manner.

引用

页码：1906 / 1916

页数：11

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