Chemical Journal of Chinese Universities ›› 2020, Vol. 41 ›› Issue (11): 2457-2463.doi: 10.7503/cjcu20200340

• Organic Chemistry • Previous Articles     Next Articles

Acid-promoted [5+1] Annulation of 2-Vinylanilines with Diazo Compounds to 2-Arylquinolines

NAN Jiang(), CHEN Pu, MA Yangmin   

  1. College of Chemistry & Chemical Engineering,Key Laboratory of Chemical Additives for China National Light Industry,Shaanxi University of Science and Technology,Xi’an 710021,China
  • Received:2020-06-10 Online:2020-11-10 Published:2020-11-06
  • Contact: NAN Jiang E-mail:nanjiang@sust.edu.cn
  • Supported by:
    Supported by the National Natural Science Foundation of China(21801159);the Natural Science Foundation of Shaanxi Province, China(2020JQ?705)

Abstract:

An acid-promoted [5+1] annulation of 2-vinylanilines with diazo compounds for the synthesis of 2-arylquinolines was developed. The strategy applies cheap and available anilines and diazo compounds as substrates, and generates 24 kinds of 2-arylquinolines in metal-free catalysis with excellent functional group tole-rance in moderate to good yields. This method not only provides an efficient, economical and simple approach for the synthesis of 2-arylquinolines, but also enriches the organic reactions of diazo compounds.

Key words: Acid-promoted [5+1] annulation, Metal-free catalysis, 2-Arylquinoline

CLC Number: