Visible-Light-Mediated Synthesis of Pyrazines from Vinyl Azides Utilizing a Photocascade Process

Hossain, Asik and Pagire, Santosh K. and Reiser, Oliver (2017) Visible-Light-Mediated Synthesis of Pyrazines from Vinyl Azides Utilizing a Photocascade Process. SYNLETT, 28 (14). pp. 1707-1714. ISSN 0936-5214, 1437-2096

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Abstract

A convenient method for the synthesis of substituted pyrazines from vinyl azides has been developed. This method is enabled by a dual-energy and electron-transfer strategy by visible-light photocatalysis. Initially, vinyl azides are activated by a triplet sensitization process from an excited ruthenium photocatalyst in the presence of water to form dihydropyrazines, followed by a single-electron-transfer (SET) process under oxygen (air) atmosphere that leads to the tetrasubstituted pyrazines in good to excellent yields.

Item Type: Article
Uncontrolled Keywords: ALPHA-DIAZOCARBONYL COMPOUNDS; ORGANIC PHOTOREDOX CATALYSIS; 1,3-DICARBONYL COMPOUNDS; FLOW MICROREACTORS; PYRROLE SYNTHESIS; 2H-AZIRINES; COPPER; QUINOXALINES; RADICALS; ALKENES; visible-light photocatalysis; pyrazines; synthetic methods; vinyl azides; photocascade process
Subjects: 600 Technology > 610 Medical sciences Medicine
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 14 Dec 2018 13:15
Last Modified: 26 Feb 2019 08:04
URI: https://pred.uni-regensburg.de/id/eprint/1329

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