A novel acenaphthoimidazolyidene oxazolinic palladium complex and its efficient catalysis in Suzuki-Miyaura cross-coupling reactions of N-acyl-glutarimides via N-C cleavage.
Qinyue Deng, Tenglong Lin, Xiaohu Liu, Han Shao, Xiaojun Lv, Xiaoting Wu, Fei Xiong, Wanfang Li
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Abstract
Herein, we synthesized a new Pd-N-heterocyclic carbene (Pd-NHC) complex that featured an acenaphthoimidazolylidene (AnIm) skeleton and 2-phenyl-2-oxazoline. This catalyst exhibited extremely high efficiency in Suzuki-Miyaura couplings between N-acyl-glutarimides and organoboronic acids, affording various aryl ketones in excellent yields with a broad substrate scope and wide functional group compatibility. Notably, the reactions were completed in just 5 hours with only 0.5 mol% of catalyst. In addition, this catalytic system also enables the efficient synthesis of functional molecular intermediates. The catalyst, designed through the synergistic integration of a throw-away ligand and an extended conjugated NHC system, further demonstrates its remarkable potential.
期刊介绍：
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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