Synthesis of 1,2,3-Triazole-Fused Indole Derivatives via Copper-Catalyzed Cascade Reaction
Kashif Majeed
a
Xi’an Key Laboratory of Functional Organic Porous Materials, Department of Applied Chemistry, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. of China
,
Bangjie Liu
a
Xi’an Key Laboratory of Functional Organic Porous Materials, Department of Applied Chemistry, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. of China
,
Fengtao Zhou∗
b
School of Pharmacy, Jinan University, Guangzhou, Guangdong 510632, P. R. of China
,
Qiuyu Zhang∗
a
Xi’an Key Laboratory of Functional Organic Porous Materials, Department of Applied Chemistry, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi’an, Shaanxi 710072, P. R. of China
› Author AffiliationsThe authors are grateful for the support and funding from the National Natural Science Foundation of China (No. 21702165 and No. 51673156) and the Natural Science Foundation of Shaanxi Province (No. 2018JQ2018). Supported by the Fundamental Research Funds for the Central Universities (No. 3102017jc01001).
A copper-catalyzed tandem reaction has been developed for the synthesis of 1,2,3-triazole-fused indole derivatives. This protocol allowed us to access a wide range of 1,2,3-triazole-fused indole derivatives in moderate to excellent yields. The 1,2,3-triazole-fused indole derivatives emit blue and greenish light when excited at 365 nm. The products were further explored for their quantum efficiency and photophysical properties.
Key words
1,2,3-triazole-fused indoles -
[3+2] cycloaddition -
C–N bond formation -
tandem reaction -
sodium azide
Supporting Information
Supporting information for this article is available online at https://doi.org/10.1055/a-1364-9308.
4b
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Bioorg. Med. Chem. 2012; 20: 789