Cp*Rh(III)‐Catalyzed C8 C−H Alkylation of Quinoline N‐Oxides with Diazo Meldrum's Acid. Issue 3 (12th January 2021)

• Record Type: Journal Article
• Authors: Huestis, Malcolm P.; Leclerc, Jean‐Philippe; Larouche‐Gauthier, Robin; Aubert‐Nicol, Samuel; Yadav, Arun; Sivamuthuraman, Koilpitchai
• Is Part Of: European journal of organic chemistry. Issue 3(2021)
• Page Start: 396
• Page End: 399
• Publication Date: 2021-01-12
• Subjects: C−H functionalization -- Cyclopentadienyl ligands -- Homogeneous catalysis -- Rhodium -- Transition metals; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202001584
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A rhodium(III)‐catalyzed, site‐selective, C−H alkylation of quinoline N ‐oxides at C8 using bench‐stable and commercially available diazo Meldrum's acid is reported. This straightforward protocol employs a widely available catalyst and enables the synthesis of a variety of 8‐quinolinylacetic acid esters on gram scale without necessitating the preparation and use of an excess of air‐sensitive organometallic reagents. Abstract : A C8‐selective Cp*Rh(III)‐catalyzed C−H alkylation of quinoline N ‐oxides using commercially available diazo Meldrum's acid is reported. The reaction employs a widely available catalyst and enables the synthesis of a variety of 8‐quinolinylacetic acid esters on gram scale.