Publication detail

Visible Light Photocatalytic Aerobic Oxygenation of Indoles and pH as a Chemoselective Switch

Year: 2016

Type of publication: článek v odborném periodiku

Name of source: ACS Catalysis

Publisher name: American Chemical Society

Place: Washington

Page from-to: 6853-6860

Titles:

Language	Name	Abstract	Keywords
cze	Fotokatalytická aerobní oxygenace indolů viditelným světlem a pH jako chemoselektivní přepínač	Byla vyvinuta učinná chemodivergentní strategie fotokatalýzy viditelným světlem. Aerobní fotooxygenací indolů v přítomnosti chromoforu na bázi dikyanpyrazinu (DPZ) jako fotokatalyzátoru vznikají v uspokojivých výtěžcích isatiny nebo formylformanilidy. Tato chemodivergentní metoda probíhá efektivně i u 2-substituovaných indolů.	fotokatalýza; viditelné světlo; přenos elektronu; přenos energie; chemodivergence
eng	Visible Light Photocatalytic Aerobic Oxygenation of Indoles and pH as a Chemoselective Switch	An efficient chemodivergent strategy for visible light photocatalysis is developed. In the presence of a dicyanopyrazine-derived chromophore (DPZ) photocatalyst, aerobic photooxygenation of indoles could produce either isatins or formylformanilides in satisfactory yields by judiciously selecting inorganic salts or modulating the reaction pH. The current chemodivergent method is also effective with 2-substituted indoles, opening straightforward synthetic routes to valuable 2,2-disubstituted 3-oxindoles, formylformanilide derivatives, and benzoxazinones. Mechanistic investigations involving cyclic voltammetry studies further confirm that reaction pH influences the electrochemical properties of DPZ, thus affecting the oxidative pathway by which indoles are being transformed.	photocatalysis; visible light; electron transfer; energy transfer; chemodivergence

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