TiCl4/Et3N-promoted three-component condensation between aromatic heterocycles, aldehydes, and active methylene compounds.
A one-pot methodology for the synthesis of polyfunctionalized indole derivatives by a TiCl4/Et3N-promoted trimolecular condensation of aldehydes, indole heterocycles, and various activated carbonyl compounds is reported. Rationalization of these reactions and extension to other heterocyclic systems is also described.
Renzetti
Andrea
A
Institut de Chimie Moléculaire de Reims, UMR CNRS 6229, Université de Reims-Champagne-Ardenne, Faculté de Pharmacie, 51 rue Cognacq-Jay, F-51096 Reims, Cedex, France.
Dardennes
Emmanuel
E
Fontana
Antonella
A
De Maria
Paolo
P
Sapi
Janos
J
Gérard
Stéphane
S
D000447:Aldehydes / Q000737:chemistry*; D005021:Ethylamines / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis*; D008697:Methane / Q000737:chemistry*; D008956:Models, Chemical; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D014025:Titanium / Q000737:chemistry*
D000447:Aldehydes; D005021:Ethylamines; D006571:Heterocyclic Compounds; D007211:Indoles; D011084:Polycyclic Aromatic Hydrocarbons; C025096:titanium tetrachloride; D014025:Titanium; D008697:Methane