Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (7): 2075-2083.DOI: 10.6023/cjoc201901052 Previous Articles     Next Articles



王占林, 李如一, 钱辉旻, 姚昌盛   

  1. 江苏省功能材料绿色合成重点实验室 江苏师范大学化学与材料科学学院 徐州 221116
  • 收稿日期:2019-01-30 修回日期:2019-03-13 发布日期:2019-03-21
  • 通讯作者: 姚昌盛
  • 基金资助:


Effect of Temperature on N-Heterocyclic Carbene-Catalyzed[3+3] Annulation of α-Bromoenal with Enaminone

Wang Zhanlin, Li Ruyi, Qian Huimin, Yao Changsheng   

  1. Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116
  • Received:2019-01-30 Revised:2019-03-13 Published:2019-03-21
  • Contact: 10.6023/cjoc201901052
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21871113, 21372101).

The regioselectivity of N-heterocyclic carbene (NHC)-catalyzed[3+3] annulation of α-bromoenal with enaminone is dependent on the temperature. The reactions performed at 35℃ could regiospecifically give the derivatives of fused pyranone instead of previously reported quinolones, which provided a new shortcut to pyranone with mild reaction condition, broad substrate scope, high yields and operational simplicity.

Key words: N-heterocyclic carbene (NHC), α-bromoenal, enaminone, [3+3]annulation