Copper-mediated Chan-Evans-Lam N-arylation of 5-methylene-4-aryl-1, 5-dihydro-2H-pyrrol-2-one derivatives. Issue 9 (28th February 2018)

• Record Type: Journal Article
• Authors: Almohaywi, Basmah; Iskander, George; Yu, Tsz Tin; Bhadbhade, Mohan; Black, David StC.; Kumar, Naresh
• Is Part Of: Tetrahedron letters. Volume 59:Issue 9(2018)
• Page Start: 811
• Page End: 814
• Publication Date: 2018-02-28
• Subjects: Chan-Evans-Lam coupling reaction -- Pyrrole-2-one -- Quorum sensing; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.01.039
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A simple and efficient procedure for the N -arylation of dihydropyrrol-2-one (DHP) derivatives has been developed. This method employed the Chan-Evans-Lam coupling reaction and tolerated a variety of boronic acids. The synthetic protocol allows for versatile and robust C-N arylation under mild conditions. This method provided most of the DHP derivatives in moderate to high yields. The crystal structure of one of the N -aryl DHPs is provided. Abstract: A simple and efficient procedure for the synthesis of N -aryl 5-methylene-4-aryl-1, 5-dihydro-2H-pyrrol-2-one derivatives has been developed through copper-mediated CN bond formation. The synthetic protocol allows for versatile and robust CN arylation with a range of readily available boronic acids under mild conditions.