174734-34-0Relevant articles and documents
2-(Trifluoromethyl)indoles via Pd(0)-Catalyzed C(sp3)-H Functionalization of Trifluoroacetimidoyl Chlorides
Pedroni, Julia,Cramer, Nicolai
, p. 1932 - 1935 (2016)
Perfluoroalkylated indoles are valuable compounds in drug discovery. A Pd(0)-catalyzed C(sp3)-H functionalization enables access to 2-(trifluoromethyl)indoles from trifluoroacetimidoyl chlorides. These are stable compounds, easily obtained from
Metal-free oxidative trifluoromethylation of indoles with CF3SO2Na on the C2 position
Xie, Jiao-Jiao,Wang, Zhi-Qing,Jiang, Guo-Fang
, p. 35098 - 35101 (2019)
An efficient method of synthesizing 2-trifluoromethylindoles from indoles with easy-to-handle, cheap and low-toxic CF3SO2Na under metal-free conditions is described, which selectively introduces trifluoromethyl to indoles on the C2 position. The desired product can be obtained in 0.7 g yield. A radical intermediate may be involved in this transformation.
An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes
Abaev, Vladimir T.,Muzalevskiy, Vasiliy M.,Nenajdenko, Valentine G.,Sizova, Zoia A.
, (2021/12/17)
The catalytic olefination reaction of 2-nitrobenzaldehydes with CF3 CCl3 afforded stereose-lectively trifluoromethylated ortho-nitrostyrenes in up to 88% yield. The reaction of these alkenes with pyrrolidine permits preparation of α-CF3-β-(2-nitroaryl) enamines. Subsequent one pot reduction of nitro-group by Fe-AcOH-H2 O system initiated intramolecular cyclization to afford 2-CF3-indoles. Target products can be prepared in up to 85% yields. Broad synthetic scope of the reaction was shown as well as some followed up transformations of 2-CF3-indole.