Copper-catalyzed annulation of 2-formylazoles with o-aminoiodoarenes.
In the presence of catalytic CuI and sparteine, 2-formylpyrroles can be annulated with o-aminoiodoarenes to give substituted pyrrolo[1,2-a]quinoxalines and related heterocycles. The reaction also works for annulation of 2-formylindoles, 2-formylimidazole, 2-formylbenzimidazole, and a 3-formylpyrazole.
Reeves
Jonathan T
JT
Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Old Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA. jonathan.reeves@boehringer-ingelheim.com
Fandrick
Daniel R
DR
Tan
Zhulin
Z
Song
Jinhua J
JJ
Lee
Heewon
H
Yee
Nathan K
NK
Senanayake
Chris H
CH
D001393:Azoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003432:Cross-Linking Reagents; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D001393:Azoles; D003432:Cross-Linking Reagents; D006571:Heterocyclic Compounds; D003300:Copper