Synthesis of Benzofuroquinolines via Phosphine‐Free Direct Arylation of 4‐Phenoxyquinolines in Air. Issue 44 (2nd October 2018)

• Record Type: Journal Article
• Authors: Shanahan, Rachel M.; Hickey, Aobha; Reen, F. Jerry; O'Gara, Fergal; McGlacken, Gerard P.
• Other Names: Besset Tatiana guestEditor.; McGlacken Gerard guestEditor.; Schnürch Michael guestEditor.
• Is Part Of: European journal of organic chemistry. Issue 44(2018)
• Page Start: 6140
• Page End: 6149
• Publication Date: 2018-10-02
• Subjects: Quinoline -- Direct arylation -- CH activation -- Ring closure; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201800923
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A palladium‐catalysed, phosphine‐free, direct arylation of 4‐phenoxyquinolines, in air is described. Using an intramolecular approach, the ring‐closed products are formed in yields of up to 95 %. This approach allows access to a range of benzofuroquinolines. An array of functional groups on both the quinoline and phenoxy rings are tolerated. Abstract : A palladium‐catalysed, phosphine‐free, direct arylation of 4‐phenoxyquinolines in air is described. Using intramolecular direct arylation, the ring‐closed products are formed in isolated yields of up to 95 %. This approach allows access to a range of benzofuroquinolines, and an array of functional groups on both the quinoline and phenoxy rings is tolerated.