Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (2): 212-217.doi: 10.1007/s40242-015-4388-8

• Articles • Previous Articles     Next Articles

An Efficient and Green Approach to Synthesizing Enamines by Intermolecular Hydroamination of Activated Alkynes

ZENG Ruijie, SHENG Hongting, RAO Bo, FENG Yan, WANG Hao, SUN Yehua, CHEN Man, ZHU Manzhou   

  1. School of Chemistry and Chemical Engineering, Anhui University, Hefei 230601, P. R. China
  • Received:2014-10-15 Revised:2014-12-10 Online:2015-04-01 Published:2014-12-29
  • Contact: SHENG Hongting, FENG Yan E-mail:sht_anda@126.com;fy70@163.com
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.20902001, 21102001), the Natural Science Foundation of the Educational Department of Anhui Province, China(No.KJ2014A013), the "211" Project of Anhui University(China) and the Doctor Research Start-up Fund of Anhui University(China).

Abstract:

An efficient, atom-economic and green approach to synthesizing enamines was developed by intermolecular hydroamination of activated alkynes with high yields under catalyst- and solvent-free conditions. β-Dimethylamino-acrylate derivatives were also obtained with high yields. In the synthetic process of the derivatives, N,N-dimethylformamide(DMF) pretreated with metal Na, was used as reactant instead of dimethylamine gas. The proposed synthetic method can be used for the synthesis of (E)-ethyl-3-(dimethylamino)acrylate(3cl), and provide a new possible way to the synthesis of Quinolones.

Key words: Enamine, Hydroamination, Activated alkyne, Catalyst-free, Solvent-free, N,N-Dimethylformamide