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Intercepted-Knoevenagel condensation for the synthesis of unsymmetrical fused-tricyclic 4H-pyrans.
Shearer, Charles; Desaunay, Oriane; Zorc, Stephen; Richaud, Alexis D; Samanta, Shyam S; Jeedimalla, Nagalakshmi; Roche, Stéphane P.
Afiliação
  • Shearer C; Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, United States.
  • Desaunay O; Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, United States.
  • Zorc S; Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, United States.
  • Richaud AD; Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, United States.
  • Samanta SS; Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, United States.
  • Jeedimalla N; Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, United States.
  • Roche SP; Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, United States.
Tetrahedron ; 75(43)2019 Oct 25.
Article em En | MEDLINE | ID: mdl-31741543
4H-Pyrans (4H-Pys) and 1,4-dihydropyridines (1,4-DHPs) are important classes of heterocyclic scaffolds in medicinal chemistry. Herein, an indium(III)-catalyzed one-pot domino reaction for the synthesis of highly functionalized 4H-Pys, and a model of 1,4-DHP is reported. This alternative approach to the challenging Hantzsch 4-component reaction enables the synthesis of fused-tricyclic heterocycles, and the mechanistic studies underline the importance of an intercepted-Knoevenagel adduct to achieve higher chemoselectivity towards these types of unsymmetrical heterocycles.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article