Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (12): 4122-4146.DOI: 10.6023/cjoc202005003 Previous Articles     Next Articles


孙晶, 曹鋆, 韩莹, 颜朝国   

  1. 扬州大学化学化工学院 江苏扬州 225002
  • 收稿日期:2020-05-02 修回日期:2020-06-11 发布日期:2020-07-09
  • 通讯作者: 颜朝国
  • 基金资助:

Progress in Multicomponent Reactions Involving 1,3-Indanedione

Sun Jing, Cao Jun, Han Ying, Yan Chao-Guo   

  1. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002
  • Received:2020-05-02 Revised:2020-06-11 Published:2020-07-09
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21572196).

1,3-Indanedione is one of typical cyclic 1,3-dicarbonyl compounds with one methylene unit, two carbonyl groups and fused phenyl ring. Thus, it has three contiguous reactive electrophilic and nucleophilic sites. On the other hand, 1,3-indanedione undergoes homopolymerization to form several cyclic compounds with polycarbonyl groups under acidic or basic medium. 2-Arylidene-1,3-indanediones derived from condensation of aromatic aldehydes with 1,3-indanedione are also reactive α,β-unsaturated carbonyl compounds. Therefore, 1,3-indanedione has diverse reactivities and is the key substrate in domino and multicomponent reactions. It has been widely employed to construct various spiro, bridged and fused cyclic compounds. The recent achievements on multicomponent reactions involving 1,3-indanedione from the structures of the target compounds and the important applications on the syntheses of biologically important indanone-containing carbocyclic and heterocyclic compounds are summarized. The effects of catalyst, reaction mechanism, experimental results, reaction characteristics and limitations are briefly discussed. At last, the future development on the diverse reactions of 1,3-indanedione is also prospected.

Key words: 1,3-indanedione, heterocycle, multicomponent reaction, cycloaddition reaction, Domino reaction