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RESEARCH PRODUCT
ChemInform Abstract: Indirect Regioselective Heteroarylation of Indoles Through a Friedel-Crafts Reaction with (E)-1,4-Diaryl-2-buten-1,4-diones.
Gonzalo BlayCarlos VilaIsabel FernándezJosé R. PedroAlicia Monleonsubject
ChemistryMoietyRegioselectivityGeneral MedicineAlkylationThiophene derivativesMedicinal chemistryFriedel–Crafts reactionPyrrole derivativesCatalysisdescription
Abstract A two-step synthesis of 3-heteroaryl indoles has been developed. The first step of the sequence involves a Friedel–Crafts alkylation of indoles with 1,4-diaryl-2-buten-1,4-diones to give the corresponding indoles bearing a 1,4-dicarbonyl moiety. The reaction is catalyzed by InCl 3 and takes place with good yields. Cyclization of the diones under different Paal–Knorr conditions allows to prepare indoles substituted at the C3 position with 3-furanyl, 3-pyrrolyl- and 3-thienyl moieties.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-03-02 | ChemInform |