N‐(4‐Thiazolylmethyl)Morpholine N‐Oxide as N, O‐Bidentate Ligand for Copper‐Catalyzed Ullmann‐Type N‐Arylation of Azoles/Amines with Aryl Halides. Issue 8 (6th June 2019)

• Record Type: Journal Article
• Authors: Jia, Xuefeng; Peng, Pai
• Is Part Of: Asian journal of organic chemistry. Volume 8:Issue 8(2019)
• Page Start: 1548
• Page End: 1554
• Publication Date: 2019-06-06
• Subjects: bidentate ligands -- copper -- Ullmann-type reactions -- azoles -- amines -- aryl halides; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201900273
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An effective and practical protocol for the CuI‐catalyzed Ullmann‐type N‐arylation of azoles/amines with aryl halides is reported. The key strategy is the employment of CH2 linker N, O‐bidentate ligands, especially N ‐(4‐thiazolylmethyl)morpholine N ‐oxide, as superior supporting ligands. The highly efficient C−N coupling reactions between various azoles/amines and aryl halides bearing different functional groups can be achieved under CuI/N‐(4‐thiazolylmethyl)morpholine N‐oxide catalytic system, affording a variety of N‐arylated products. The use of cheap copper(I) salt and readily available N, O‐bidentate ligands make this procedure more attractive for synthesis of valuable functionalized nitrogen‐containing heterocyclic compounds. Abstract : A real supporter : Copper(I)‐catalyzed Ullmann‐type N‐arylation of azoles/amines with aryl halides using N‐(4‐thiazolylmethyl)morpholine N‐oxide as N, O‐bidentate supporting ligand were developed, and provided an effective and practical method for the construction of C−N bonds.