RhIII‐Catalyzed Direct C8‐Arylation of Quinoline N‐Oxides using Diazonaphthalen‐2(1H)‐ones: A Practical Approach towards 8‐aza BINOL. Issue 17 (22nd May 2018)

• Record Type: Journal Article
• Authors: Ghosh, Bidhan; Biswas, Aniruddha; Chakraborty, Soumen; Samanta, Rajarshi
• Is Part Of: Chemistry, an Asian journal. Volume 13:Issue 17(2018)
• Page Start: 2388
• Page End: 2392
• Publication Date: 2018-05-22
• Subjects: C−H functionalization -- diazo -- metal-carbene -- quinoline N-oxide -- Rhodium; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201800462
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: An efficient Rh III ‐catalyzed redox‐neutral method for the direct C8‐arylation of quinoline N ‐oxides using diazonaphthalen‐2(1 H )‐one as coupling partner has been demonstrated. The developed method is simple, scalable and straightforward with a wide range of substrate scope. The applicative potential was extended with a late‐stage functionalization and straightforward synthesis of 8‐azaBINOL derivative. A plausible reaction pathway was proposed after carrying out preliminary control studies. Abstract : azaBINOLs : An efficient Rh III ‐catalyzed redox‐neutral method for the direct C8‐arylation of quinoline N ‐oxides using diazonaphthalen‐2(1 H )‐one has been reported. The developed method is simple, scalable and straightforward with a wide range of substrate scope.