Direct synthesis of 3-arylquinolines by a nano Pd-catalyzed regioselective C3-H arylation of quinolines. Issue 1 (2nd January 2020)

• Record Type: Journal Article
• Authors: Paul, Abhijit; Paul, Aditya; Yadav, Somnath
• Is Part Of: Tetrahedron letters. Volume 61:Issue 1(2020)
• Publication Date: 2020-01-02
• Subjects: CH activation -- Hypervalent iodine -- Palladium catalysis -- Arylation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.151364
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Direct synthesis of 3-arylquinolines by the regioselective arylation of quinolines. Broad substrate scope of the aryliodonium salts used as arylation agent. Electron donating as well as electron withdrawing substituents on quinoline are tolerated. Heterogeneous and recyclable catalysis by Pd-nanoparticles. Abstract: 3-Arylquinolines are biologically and medicinally very important compounds. Direct and regioselective C3-H arylation offers a straight forward methodology for their synthesis. In this work, we report their synthesis by a Pd nanoparticle catalyzed reaction with aryliodonium salts as the arylating agent in the presence of stoichiometric oxidant Cu(OAc)2 . The reaction works with different quinolines and diaryliodonium salts with both electron donating and electron withdrawing groups. The advantage of the methodology is that it does not require any ligand and the catalyst also is recoverable and recyclable.