Efficient direct 2,2,2-trifluoroethylation of indoles via C-H functionalization

被引:67
作者
Tolnai, Gergely L. [1 ]
Szekely, Anna [1 ]
Mako, Zita [1 ]
Gati, Tamas [2 ]
Daru, Janos [3 ]
Bihari, Tamas [3 ]
Stirling, Andras [3 ]
Novak, Zoltan [1 ]
机构
[1] Eotvos Lorand Univ, Fac Sci, Inst Chem, MTA ELTE Lendulet Catalysis & Organ Synth Res Grp, H-1117 Budapest, Hungary
[2] Servier Res Inst Med Chem, H-1031 Budapest, Hungary
[3] Hungarian Acad Sci, Res Ctr Nat Sci, Dept Theoret Chem, H-1117 Budapest, Hungary
关键词
COPPER-CATALYZED TRIFLUOROMETHYLTHIOLATION; CROSS-COUPLING REACTIONS; DIARYLIODONIUM SALTS; DIRECT ALKYNYLATION; ALKYNES; ARYL; TRIFLUOROETHYLATION; ALDEHYDES; REAGENTS; ALKENES;
D O I
10.1039/c5cc00519a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel highly C3 selective metal free trifluoroethylation of indoles using 2,2,2-trifuoroethyl(mesityl)-iodonium triflate was developed. The methodology enables the introduction of a trifluoroethyl group in a fast and efficient reaction under mild conditions with high functional group tolerance. Beyond the synthetic developments, quantum chemical calculations provide a deeper understanding of the transformation.
引用
收藏
页码:4488 / 4491
页数:4
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