Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (4): 975-986.DOI: 10.6023/cjoc201611013 Previous Articles     Next Articles



赵宇, 汤博, 刘鑫磊, 李婉祯, 黄铭一, 王明安   

  1. 中国农业大学应用化学系 北京 100193
  • 收稿日期:2016-11-10 修回日期:2016-12-14 发布日期:2016-12-21
  • 通讯作者: 王明安
  • 基金资助:


Regioselective Preparation of Enaminone via Enol Methyl Ether of 3-Acetyl-2-butenolide and Different Amines

Zhao Yu, Tang Bo, Liu Xinlei, Li Wanzhen, Huang Mingyi, Wang Ming'an   

  1. Department of Applied Chemistry, China Agricultural University, Beijing 100193
  • Received:2016-11-10 Revised:2016-12-14 Published:2016-12-21
  • Contact: 10.6023/cjoc201611013
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21172254) and the National Key Technologies R&D Program of China (No. 2011BAE06B04).

The regioselective addition-elimination of 3-acetyl-4-methoxy-2-butenolide and 3-(1-methoxy ethylidene)furan- 2,4-dione having enol ether with different amines yielded novel stable enaminone derivatives in ethanol solution. Their structures were elucidated by 1H NMR, 13C NMR, HRMS and X-ray diffraction data. Among of them, the Z/E isomers were observed for 3-(1-aminoethylidene)-furan-2,4-dione. The structures of byproducts for preparing intermediates and title compounds were also characterized.

Key words: 3-acetyl-4-methoxy-2-butenolide, 3-(1-methoxyethylidene)-furan-2,4-dione, addition-elimination, enaminone