The oxidative coupling between benzaldehyde derivatives and phenylacetylene catalyzed by rhodium complexes via C-H bond activation

Heterocyclic communications

article

Xinyi Zhao¹  Yu Zang¹  Shuangping Xu¹  Hongge Jia¹  Qingji Wang²  Heming Song¹  Yanan Tang¹  Liqun Ma¹  Yongqiang Shi³  Guoxing Yang⁴  Yazhen Wang¹ 

[1] College of Materials Science and Engineering, heilongjiang province Key Laboratory of Polymeric Composition, Qiqihar University;Daqing Oilfield Construction design and Research Institute;Southern University of Science and Technology;Daqing Petrochemical Research Center, Petrochemical Research Institute, China National Petroleum Corporation

关键词: rhodium catalyst;    benzaldehyde derivatives;    phenylacetylene;    electronic effects;   

DOI  :  10.1515/hc-2020-0004

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

This paper reports the use of rhodium (Rh) catalysts for the oxidative coupling reaction between phenylacetylene and benzaldehyde derivatives via C-H bond activation. These reactions were catalyzed by Rh(l-amino acid)(cod) (the l-amino acid is l-phenylalanine, l-valine or l-proline; cod is 1,5-cyclooctadiene) to obtain chromones in 12.7–88.3% yield. These new Rh catalysts have excellent activity for the coupling reaction between phenylacetylene and different benzaldehyde derivatives. It was found that the electronic effects of the benzaldehyde derivative substituent affected the reaction yield, which is in accordance with the proposed mechanism.

【 授权许可】

CC BY|CC BY-NC-ND