Visible-light-mediated arylation of ortho-hydroxyarylenaminones: direct access to isoflavones
Autor: | Viktor O. Iaroshenko, Satenik Mkrtchyan |
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Rok vydání: | 2020 |
Předmět: |
Light
Radical 010402 general chemistry 01 natural sciences Catalysis chemistry.chemical_compound Materials Chemistry Molecule Amines Molecular Structure 010405 organic chemistry Aryl Metals and Alloys Photoredox catalysis General Chemistry Onium Isoflavones Combinatorial chemistry 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry Chromones Reagent Ceramics and Composites Visible spectrum |
Zdroj: | Chemical Communications. 56:2606-2609 |
ISSN: | 1364-548X 1359-7345 |
DOI: | 10.1039/c9cc09945j |
Popis: | In this work we highlight two new methods for the synthesis of isoflavones through consecutive domino arylation of ortho-hydroxyarylenaminones with in situ photogenerated aryl radicals. As precursors for aryl radicals we used aryl onium reagents such as diazonium and diaryliodonium salts. Notably, the photo-Meerwein arylation by aryl diazonium tetrafluoroborates demonstrated high efficiency in terms of yields and can be considered as a method of choice for the straightforward assembly of 3-aryl-substituted chromones. Ultimately, 26 compounds were prepared in good to excellent yields using the developed synthetic protocols. |
Databáze: | OpenAIRE |
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