Copper‐catalyzed C(sp3)−H/N−H Cross Dehydrogenative Coupling Between Toluene Derivatives and Picolinamides. Issue 10 (16th September 2022)

• Record Type: Journal Article
• Authors: Ji, Huihui; Zhan, Hongju; Chen, Shumin; Fang, Zeguo; Zhang, Qian; Li, Dong
• Is Part Of: Asian journal of organic chemistry. Volume 11:Issue 10(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-09-16
• Subjects: amidation -- benzylic C−H bond -- copper -- cross dehydrogenative coupling -- toluene; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202200454
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An efficient C−N bond formation method through copper‐catalyzed C(sp3)−H/N−H cross dehydrogenative coupling between toluene derivatives and picolinamides was developed. The N−H bond of picolinamides was activated by the direction of pyridyl group without influence of remote C−H bonds. The method was applicable to a broad range of substrates with good functional group compatibility, which provided a novel route to prepare N‐benzyl tertiary amides from cheap and readily available starting materials. Abstract : An efficient C−N bond formation method through copper‐catalyzed C(sp3)−H/N−H cross dehydrogenative coupling between toluene derivatives and picolinamides was developed. The N−H bond of picolinamides was activated by the direction of pyridyl group without influence of β‐ or γ−C−H bonds.