"Dark" Singlet Oxygen Made Easy

被引：17

作者：

Elsherbini, Mohamed ^{[1
]}

Allemann, Rudolf K. ^{[1
]}

Wirth, Thomas ^{[1
]}

机构：

[1] Cardiff Univ, Sch Chem, Main Bldg,Pk Pl, Cardiff CF10 3AT, S Glam, Wales

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 54期

关键词：

artemisinin; flow chemistry; hydroperoxides; oxidation; singlet oxygen; MOLECULAR-OXYGEN; CHEMISTRY; GENERATION; OXIDATION;

D O I：

10.1002/chem.201903505

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An operationally simple continuous flow generator of "dark" singlet oxygen has been developed. The singlet oxygen was efficiently reacted with several chemical traps to give the corresponding oxygenated products in high yields. The developed "dark" singlet oxygen generator has been successfully applied in the synthesis of the antimalarial drug artemisinin.

引用

页码：12486 / 12490

页数：5

共 38 条

[1] "Dark" Singlet Oxygenation of β-Citronellol: A Key Step in the Manufacture of Rose Oxide [J].

Alsters, Paul L. ;

Jary, Walther ;

Nardello-Rataj, Veronique ;

Aubry, Jean-Marie .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2010, 14 (01) :259-262

[2]

Amara Z, 2015, NAT CHEM, V7, P489, DOI [10.1038/NCHEM.2261, 10.1038/nchem.2261]

[3]

[Anonymous], 2012, ANGEW CHEM

[4]

[Anonymous], 2010, HDB COMBUSTION

[5] Photooxygenation of oxygen-substituted naphthalenes [J].

Bauch, Marcel ;

Krtitschka, Angela ;

Linker, Torsten .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2017, 30 (09)

[6] Advances in singlet oxygen chemistry [J].

Clennan, EL ;

Pace, A .

TETRAHEDRON, 2005, 61 (28) :6665-6691

[7] SELECTIVE AUTOXIDATION OF ELECTRON-RICH SUBSTRATES UNDER ELEVATED OXYGEN PRESSURES [J].

CORREA, PE ;

HARDY, G ;

RILEY, DP .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1695-1702

[8] A laboratory-scale annular continuous flow reactor for UV photochemistry using excimer lamps for discrete wavelength excitation and its use in a wavelength study of a photodecarboxlyative cyclisation [J].

DeLaney, Erica N. ;

Lee, Darren S. ;

Elliott, Luke D. ;

Jin, Jing ;

Booker-Milburn, Kevin I. ;

Poliakoff, Martyn ;

George, Michael W. .

GREEN CHEMISTRY, 2017, 19 (06) :1431-1438

[9] Scalable Photocatalytic Oxidation of Methionine under Continuous-Flow Conditions [J].

Emmanuel, Noemie ;

Mendoza, Carlos ;

Winter, Marc ;

Horn, Clemens R. ;

Vizza, Alessandra ;

Dreesen, Laurent ;

Heinrichs, Benoit ;

Monbaliu, Jean-Christophe M. .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2017, 21 (09) :1435-1438

[10] CHEMISTRY OF SINGLET OXYGEN .4. OXYGENATIONS WITH HYPOCHLORITE-HYDROGEN PEROXIDE [J].

FOOTE, CS ;

WEXLER, S ;

ANDO, W ;

HIGGINS, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (04) :975-&

← 1 2 3 4 →