6533b862fe1ef96bd12c6549
RESEARCH PRODUCT
Enantioselective Synthesis of 2-Amino-1,1-diarylalkanes Bearing a Carbocyclic Ring Substituted Indole through Asymmetric Catalytic Reaction of Hydroxyindoles with Nitroalkenes
Jaume Rostoll-berenguerCarlos VilaJosé R. PedroIsabel FernándezM. Carmen MuñozRubén Sánchez-garcíaGonzalo Blaysubject
Indole test010405 organic chemistryChemistryStereochemistryOrganic ChemistryHydroxy groupEnantioselective synthesisAlkylation010402 general chemistryRing (chemistry)01 natural sciencesReaccions químiques0104 chemical sciencesCatalysischemistry.chemical_compoundCatàlisiFISICA APLICADAYield (chemistry)Química orgànicadescription
[EN] An asymmetric catalytic reaction of hydroxyindoles with nitroalkenes leading to the Friedel-Crafts alkylation in the carbocyclic ring of indole is presented. The method is based on the activating/directing effects of the hydroxy group situated in the carbocyclic ring of the indole providing nitroalkylated indoles functionalizated at the C-4, C-5, and C-7 positions with high yield, regio-, and enantioselectivity. The optically enriched nitroalkanes were transformed efficiently in optically enriched 2-amino-1,1-diarylalkanes bearing a carbocyclic ring substituted indole.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2018-01-01 | The Journal of Organic Chemistry |