Citation:
Sun Xiaoyang, Yu Shouyun. Synthesis of Polysubstituted (Hetero)aromatic Compounds Using Visible-Light-Promoted Radical Triple Bond Insertions[J]. Chinese Journal of Organic Chemistry,
;2016, 36(2): 239-247.
doi:
10.6023/cjoc201512006
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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.
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Keywords:
- photochemistry,
- radical,
- alkyne,
- isocyanide,
- cyanide,
- aromatic compounds
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[23]
[23] Other contributions on domino radical isocyanide/cyanide insertions: (a) Nanni, D.; Pareschi, P.; Rizzoli, C.; Sgarabotto, P.; Tundo, A. Tetrahedron 1995, 51, 9045. (b) Camaggi, C. M.; Leardini, R.; Nanni, D.; Zanardi, G. Tetrahedron 1998, 54, 5587.
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