期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2020, 期 16, 页码 2409-2413出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202000013
关键词
C-H functionalization; Quinolin-4(1H)-one; Diaryliodonium salts; Palladium catalyst; Regioselectivety
Regioselective C3, C5, and C8 arylation of quinolin-4(1H)-ones have been accomplished either by substrate-control or by tuning the reaction solvent. A variety of aryl(mesityl)iodonium triflates could smoothly deliver arylated products in good to excellent yields. Additionally, it offers great flexibility by arylating medicinally potent quinolone related heterocycles such as acridin-9(10H)-one, and phenanthridin-6(5H)-one under standard reaction conditions. This strategy was further extended with diphenyleneiodonium triflate to access oxacine fused quinolines. The post-modifications of synthesized products enhance the further utility of this protocol in organic synthesis. To the best of our knowledge, this is the first report on C5 arylation of quinolin-4(1H)-ones using iodine(III) reagents.
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