6533b861fe1ef96bd12c597d
RESEARCH PRODUCT
Hydroxy-Directed Enantioselective Hydroxyalkylation in the Carbocyclic Ring of Indoles
Isabel FernándezM. Carmen MuñozJosé R. PedroGonzalo BlayCarlos VilaMarc Montesinos-magranersubject
Indole test010405 organic chemistryChemistryStereochemistryOrganic ChemistryEnantioselective synthesisSquaramideRegioselectivity010402 general chemistryRing (chemistry)01 natural sciencesBiochemistryCombinatorial chemistry0104 chemical sciencesReaccions químiquesCatàlisiHydrogenolysisFISICA APLICADAPhysical and Theoretical ChemistryTrifluoromethanesulfonateQuímica orgànicadescription
[EN] A Cinchona-derived squaramide catalyzes the reaction between hydroxyindoles and isatins leading to enantioenriched indoles substituted in the carbocyclic ring. The reaction proceeds efficiently with differently substituted isatins, yielding the desired products with excellent regioselectivity, good yields, and high enantiocontroi. Moreover, every position of the carbocyclic ring of the indole can be functionalized by using the appropriate starting hydroxyindole. The OH group was removed smoothly upon hydrogenolysis of the corresponding triflate.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-01-01 |