Biomimetic Oxidation of Benzofurans with Hydrogen Peroxide Catalyzed by Mn(III) Porphyrins

被引：10

作者：

Rebelo, Susana L. H. ^{[1
]}

Pires, Sonia M. G. ^{[2
,3
,4
]}

Simoes, Mario M. Q. ^{[2
,3
,4
]}

de Castro, Baltazar ^{[1
]}

Neves, M. Graca P. M. S. ^{[2
,3
,4
]}

Medforth, Craig J. ^{[1
,5
]}

机构：

[1] Univ Porto, Fac Sci, Dept Chem & Biochem, LAQV REQUIMTE, Rua Campo Alegre, P-4169007 Porto, Portugal

[2] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal

[3] Univ Aveiro, LAQV REQUIMTE, P-3810193 Aveiro, Portugal

[4] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal

[5] Univ Calif Davis, Dept Chem, One Shields Ave, Davis, CA 95616 USA

来源：

CATALYSTS | 2020年 / 10卷 / 01期

关键词：

benzofurans; biomimetic oxidation; catalysis; manganese porphyrins; hydrogen peroxide; DERIVATIVES; CYTOCHROME-P450; EPOXIDATION; ACTIVATION; OLEFINS; ROUTE; GREEN;

D O I：

10.3390/catal10010062

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The modelling of metabolic activation of the benzofuran nucleus is important to obtain eco-sustainable degradation methods and to understand the related mechanisms. The present work reports the catalytic oxidation of benzofuran, 2-methylbenzofuran, and 3-methylbenzofuran by hydrogen peroxide, at room temperature, in the presence of different Mn(III) porphyrins as models of cytochrome P450 enzymes. Conversions above 95% were attained for all the substrates. The key step is the formation of epoxides, which undergo different reaction pathways depending on factors, such as the position of the methyl group and the reaction and work-up conditions used.

引用

页数：14