Highly Enantioselective Lewis Acid Catalyzed Conjugate Addition of Imidazo1,2-apyridines to α,β-Unsaturated 2-Acylimidazoles under Mild Conditions

A highly enantioselective protocol for the conjugate addition of 2-arylimidazo[1,2-a]pyridines and other imidazo derivatives to α,β-unsaturated 2-acylimidazoles is described. The method uses a previously reported chiral-at-metal rhodium catalyst and provides the corresponding adducts in yields of 25...

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Veröffentlicht in:Journal of organic chemistry 2024-06, Vol.89 (12), p.8500
Hauptverfasser: C Thedy, Maria Eduarda, Pereira, Vanessa, Dos Santos, Caio Rodrigo, Belli, Luiz Paulo A, Franco, Marcelo S, J Bortoluzzi, Adailton, Sandjo, Louis P, Braga, Antonio L, F de Assis, Francisco
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Sprache:eng
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Zusammenfassung:A highly enantioselective protocol for the conjugate addition of 2-arylimidazo[1,2-a]pyridines and other imidazo derivatives to α,β-unsaturated 2-acylimidazoles is described. The method uses a previously reported chiral-at-metal rhodium catalyst and provides the corresponding adducts in yields of 25-98% with enantioselectivities up to er > 99:1. Additionally, the transformation proceeds under mild conditions using ethanol as the solvent at room temperature.A highly enantioselective protocol for the conjugate addition of 2-arylimidazo[1,2-a]pyridines and other imidazo derivatives to α,β-unsaturated 2-acylimidazoles is described. The method uses a previously reported chiral-at-metal rhodium catalyst and provides the corresponding adducts in yields of 25-98% with enantioselectivities up to er > 99:1. Additionally, the transformation proceeds under mild conditions using ethanol as the solvent at room temperature.
ISSN:1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00445