Four-component reactions toward fused heterocyclic rings.
A multicomponent reaction between H(2), CO, an unsaturated carboxylic acid derivative, and binucleophiles has been discovered. This process represents a combination of diversity-oriented synthesis and multicomponent reactions including amidation and hydroformylation, followed by nucleophilic addition to an N-acyliminium ion allowing the generation of six new bonds. Using pi-nucleophiles, the sequence turns into a multicomponent Pictet-Spengler reaction.
Airiau
Etienne
E
Faculté de Pharmacie, UMR 7200, CNRS-Université de Strasbourg, Laboratoire d'Innovation Thérapeutique, 74 route du Rhin, F-67401 Illkirch, France.
Girard
Nicolas
N
Mann
André
A
Salvadori
Jessica
J
Taddei
Maurizio
M
D002248:Carbon Monoxide / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D002264:Carboxylic Acids; D006571:Heterocyclic Compounds; D007097:Imines; D002248:Carbon Monoxide; D006859:Hydrogen