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Highly Enantioselective Lewis Acid Catalyzed Conjugate Addition of Imidazo[1,2-a]pyridines to α,ß-Unsaturated 2-Acylimidazoles under Mild Conditions.
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.
Afiliação
  • C Thedy ME; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • Pereira V; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • Dos Santos CR; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • Belli LPA; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • Franco MS; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • J Bortoluzzi A; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • Sandjo LP; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • Braga AL; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
  • F de Assis F; Department of Chemistry, Universidade Federal de Santa Catarina, Florianópolis, Santa Catarina 88040-900, Brazil.
J Org Chem ; 89(12): 8500-8512, 2024 Jun 21.
Article em En | MEDLINE | ID: mdl-38842033
ABSTRACT
A highly enantioselective protocol for the conjugate addition of 2-arylimidazo[1,2-a]pyridines and other imidazo derivatives to α,ß-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 > 991. Additionally, the transformation proceeds under mild conditions using ethanol as the solvent at room temperature.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2024 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2024 Tipo de documento: Article