期刊
CHEMICAL COMMUNICATIONS
卷 50, 期 18, 页码 2315-2317出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc49339c
关键词
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资金
- National Natural Science Foundation of China [21272028]
- Innovation & Entrepreneurship Talents'' Introduction Plan of Jiangsu Province
- Natural Science Foundation of Zhejiang Province [R4110294]
- Jiangsu Key Laboratory of Advanced Catalytic Materials Technology
- University Students' Scientific Innovation Foundation of Zhejiang Province [KZ1304052]
A copper-promoted C3-cyanation of both the free N-H and N-protected indoles by N, N, N', N'-tetramethyl-ethane-1,2-diamine (TMEDA) and ammonium is achieved. The iminium ion acts as the intermediate in this transformation, which is sequentially electrophilically attacked by indole and H2O followed by hydrolyzation to form the aldehyde. Then the reaction between the aldehyde and ammonium afforded nitriles. The reaction employs O-2 as a clean oxidant with good efficiency and functional group tolerance. Thus, it represents a facile and safe procedure leading to 3-cyano indoles.
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