Synthesis of Quinazolinones from Alcohols via Laccase-Mediated Tandem Oxidation

被引：37

作者：

Heidary, Marjan ^{[1
]}

Khoobi, Mehdi ^{[2
,3
]}

Ghasemi, Sabrieh ^{[1
]}

Habibi, Zohreh ^{[1
]}

Faramarzi, Mohammad Ali ^{[4
,5
]}

机构：

[1] Shahid Beheshti Univ, Dept Pure Chem, Fac Chem, Tehran, Iran

[2] Univ Tehran Med Sci, Dept Med Chem, Fac Pharm, Tehran 14176, Iran

[3] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran 14176, Iran

[4] Univ Tehran Med Sci, Dept Pharmaceut Biotechnol, Fac Pharm, Tehran 14176, Iran

[5] Univ Tehran Med Sci, Biotechnol Res Ctr, Tehran 14176, Iran

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 08期

关键词：

biocatalysis; laccase; oxidation; oxidoreductases; quinazolinones; ONE-POT SYNTHESIS; ASCOMYCETE PARACONIOTHYRIUM-VARIABILE; CATALYZED OXIDATION; ENZYME LACCASE; EXTRACELLULAR LACCASE; GREEN CHEMISTRY; 4(3H)-QUINAZOLINONES; ANALOGS; DERIVATIVES; HETEROCYCLES;

D O I：

10.1002/adsc.201400103

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

This paper describes the synthesis of quinazolinones via a tandem reaction using the laccase-mediator system under mild conditions. The procedure involved the laccase-catalyzed oxidation of alcohols to the corresponding aldehydes, followed by cyclocondensation with isatoic anhydride and a number of amines to afford 2,3-dihydroquinazolin-4(1H)-ones, which were further oxidized to quinazolinones in useful yields. The use of an enzyme as the catalyst, O2 as an environmentally friendly oxidant, and a citrate buffer as the green solvent represents a novel and efficient approach for the one-pot synthesis of quinazolinones.

引用

页码：1789 / 1794

页数：6

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