Fe(II)-Catalyzed Amination of Aromatic C-H Bonds via Ring Opening of 2H-Azirines: Synthesis of 213-Disubstituted Indoles

被引:132
作者
Jana, Samaresh [1 ]
Clements, Mack D. [1 ]
Sharp, Barry K. [1 ]
Zheng, Nan [1 ]
机构
[1] Univ Arkansas, Dept Chem & Biochem, Fayetteville, AR 72701 USA
关键词
REARRANGEMENT; ANILINES;
D O I
10.1021/ol101130e
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
A general method for the synthesis of 2,3-disubstituted indoles is described. The key feature of this method is the amination of aromatic C-H bonds via FeCl2-catalyzed ring opening of 2H-azirines. The method tolerates a variety of functional groups such as Br, F, NO2, OMe, CF3, OTBS, alkenes, and OPiv. The method can also be extended to synthesize azaindoles.
引用
收藏
页码:3736 / 3739
页数:4
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