Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 17, Issue -, Pages 2315-2320Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.17.149
Keywords
benzoquinone; diazonium salts; Green Chemistry; Meerwein arylation; photoredox
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Funding
- KU Leuven [C14/19/78]
- FWO-Vlaanderen [G0F6619N]
- Hercules Foundation of the Flemish Government [20100225-7]
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A metal-free protocol for the direct bis-arylation of 2,5-dichlorobenzoquinone with aryldiazonium salts is reported in this study. The reactive salts are generated in situ and converted to radicals through irradiation with visible light. Furthermore, reaction products precipitate from the solvent, eliminating the need for purification and providing a novel green method for the synthesis of versatile bis-electrophiles.
A metal-free protocol for the direct bis-arylation of 2,5-dichlorobenzoquinone with aryldiazonium salts is reported. The reactive salts are generated in situ and converted to radicals through irradiation with visible light. Reaction products precipitate from the solvent, eliminating the need for purification and thus providing a novel green method for the synthesis of versatile bis-electrophiles.
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