Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (2): 239-247.DOI: 10.6023/cjoc201512006 Previous Articles     Next Articles

ACCOUNT

可见光促进的自由基型三重键插入反应在多取代芳(杂)环合成中的应用 2017-2018 Awarded

孙晓阳, 俞寿云   

  1. 南京大学化学化工学院 生命分析化学国家重点实验室 南京 210023
  • 收稿日期:2015-11-03 修回日期:2015-12-15 出版日期:2016-02-25 发布日期:2015-12-21
  • 通讯作者: 俞寿云 E-mail:yushouyun@nju.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21472084)资助项目.

Synthesis of Polysubstituted (Hetero)aromatic Compounds Using Visible-Light-Promoted Radical Triple Bond Insertions

Sun Xiaoyang, Yu Shouyun   

  1. State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023
  • Received:2015-11-03 Revised:2015-12-15 Online:2016-02-25 Published:2015-12-21
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21472084).

Synthesis of polysubstituted (hetero)aromatic compounds enabled by visible-light-promoted radical triple bond insertions has been reviewed. A series of polysubstituted naphthols, furans and isoquinolones were prepared using radical alkyne insertions. 6-Substituted phenanthridine and 1-substituted isoquinoline and pyridine derivatives were synthesized assisted by radical isocyanide insertions. Furthermore, a wide scope of quinoline and quinoxaline derivatives were synthesized assisted by domino radical isocyanide/alkyne insertions and isocyanide/cyano insertions respectively. All reactions could be carried out under visible light photoredox catalysis with good to excellent chemical yields.

Key words: photochemistry, radical, alkyne, isocyanide, cyanide, aromatic compounds