Copper-catalyzed benzylic C–H amidation of toluene derivatives with N-(8-quinolyl)amides through C(sp3)–H/N–H cross dehydrogenative coupling. (19th November 2022)

• Record Type: Journal Article
• Authors: Ji, Huihui; Wang, Zhigang; Zhan, Hongju; Fang, Zeguo; Zhang, Qian; Li, Dong
• Is Part Of: Tetrahedron. Volume 127(2022)
• Publication Date: 2022-11-19
• Subjects: Copper -- Toluene -- Benzylic C–H bond -- Amidation -- Cross dehydrogenative coupling; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2022.133066
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: An efficient benzylic C–H amidation method was developed through copper-catalyzed C(sp 3 )−H/N–H cross dehydrogenative coupling between toluene derivatives and N -(8-quinolyl)amides. The 8-quinolyl group directed the activation of N–H bond without influence of quinoline C–H bonds or remote C(sp 3 )−H bonds. The reaction also showed broad substrate scope with good functional group compatibility, producing various functionalized N -benzyl tertiary amides. Graphical abstract: To create your abstract, type over the instructions in the template box below. onts or abstract dimensions should not be changed or altered. Image 1