6533b820fe1ef96bd127a370

RESEARCH PRODUCT

ChemInform Abstract: Catalytic Enantioselective Friedel—Crafts Alkylation at the 2-Position of Indole with Simple Enones.

Isabel FernándezCarlos VilaGonzalo BlayJosé R. Pedro

subject

Indole testZirconiumChemistryEnantioselective synthesischemistry.chemical_elementGeneral MedicineAlkylationBenzoquinoneMedicinal chemistryFriedel–Crafts reactionCatalysis

description

Abstract A procedure for the enantioselective alkylation of indole at the 2-position with simple non-chelating enones is described for the first time. Reaction between 4,7-dihydroindole and enones in the presence of zirconium(IV)–BINOL complexes, followed by a p -benzoquinone oxidation gives indoles alkylated at the 2-position with good yields and moderate enantioselectivities.

https://doi.org/10.1002/chin.200802109