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

by Jana, Samaresh; Clements, Mack D.; Sharp, Barry K.; Zheng, Nan

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.

Journal
Organic Letters
Volume
12
Issue
17
Year
2010
Start Page
3736-3739
URL
https://dx.doi.org/10.1021/ol101130e
ISBN/ISSN
1523-7052; 1523-7060
DOI
10.1021/ol101130e