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Title: | Substrate or Solvent-Controlled PdII-Catalyzed Regioselective Arylation of Quinolin-4(1H)-ones Using Diaryliodonium Salts: Facile Access to Benzoxocine and Aaptamine Analogues |
Authors: | Kumar, Dalip |
Keywords: | Chemistry Benzoxocine Aaptamine Analogues |
Issue Date: | Mar-2020 |
Publisher: | Wiley |
Abstract: | 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. |
URI: | https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.202000013 http://dspace.bits-pilani.ac.in:8080/jspui/xmlui/handle/123456789/15537 |
Appears in Collections: | Department of Chemistry |
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