Visible-light-mediated arylation of ortho-hydroxyarylenaminones: direct access to isoflavones

Autor: Viktor O. Iaroshenko, Satenik Mkrtchyan
Rok vydání: 2020
Předmět:
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