α-Keto Acids as Triggers and Partners for the Synthesis of Quinazolinones, Quinoxalinones, Benzooxazinones, and Benzothiazoles in Water

被引：26

作者：

Huang, Jian ^{[1
]}

Chen, Wei ^{[1
]}

Liang, Jiazhi ^{[1
]}

Yang, Qin ^{[1
]}

Fan, Yan ^{[1
]}

Chen, Mu-Wang ^{[1
]}

Peng, Yiyuan ^{[1
]}

机构：

[1] Jiangxi Normal Univ, Minist Educ, Key Lab Green Chem Jiangxi Prov, Key Lab Funct Small Mol, Nanchang 330022, Jiangxi, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 21期

基金：

中国国家自然科学基金;

关键词：

C-H AMIDATION; 2-SUBSTITUTED BENZOTHIAZOLES; BIOLOGICAL EVALUATION; ORGANIC-REACTIONS; CATALYZED SYNTHESIS; AQUEOUS-MEDIA; DERIVATIVES; CHEMISTRY; POTENT; METAL;

D O I：

10.1021/acs.joc.1c01497

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general and efficient method for the synthesis of quinazolinones, quinoxalinones, benzooxazinones, and benzothiazoles from the reactions of alpha-keto acids with 2-aminobenzamides, benzene-1,2-diamines, 2-aminophenols, and 2-aminobenzenethiols, respectively, is described. The reactions were conducted under catalyst-free conditions, using water as the sole solvent with no additive required, and successfully applied to the synthesis of sildenafil. More importantly, these reactions can be conducted on a mass scale, and the products can be easily purified through filtration and washing with ethanol (or crystallized).

引用

页码：14866 / 14882

页数：17

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