Quinoline Ligands Improve the Classic Direct C−H Functionalisation/Intramolecular Cyclisation of Diaryl Ethers to Dibenzofurans. Issue 3 (7th January 2021)

• Record Type: Journal Article
• Authors: Mackey, Katrina; Jones, David J.; Pardo, Leticia M.; McGlacken, Gerard P.
• Is Part Of: European journal of organic chemistry. Issue 3(2021)
• Page Start: 495
• Page End: 498
• Publication Date: 2021-01-07
• Subjects: Benzofurans -- C−H functionalisation -- Direct arylation -- Homogeneous catalysis -- Synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202001416
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: The C−H functionalisation approach to the synthesis of dibenzofurans is hampered by a number of problems. Herein we describe the evolution of a cheap, bench stable quinoline ligand, which obviates most of the current limitations and allows for a high yielding synthesis of a range of valuable dibenzofurans. Dibenzofurans are important motifs in natural products and compounds with wide biological activity. Abstract : Intramolecular arylation through direct C−H functionalisation is a convenient method for the formation of dibenzofurans. In the Pd‐mediated process, the use of quinoline ligands alleviates a number of the existing issues with the use of phosphine ligands.