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

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F16%3A39901631" target="_blank" >RIV/00216275:25310/16:39901631 - isvavai.cz</a>
Result on the web
<a href="http://pubs.acs.org/doi/abs/10.1021/acscatal.6b01969" target="_blank" >http://pubs.acs.org/doi/abs/10.1021/acscatal.6b01969</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acscatal.6b01969" target="_blank" >10.1021/acscatal.6b01969</a>

Result language
angličtina
Original language name
Visible Light Photocatalytic Aerobic Oxygenation of Indoles and pH as a Chemoselective Switch
Original language description
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.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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