6533b829fe1ef96bd128ab35
RESEARCH PRODUCT
Regioselective proton-catalyzed diarylmethylation of indoles with 9H-xanthydrol, dibenzosuberenol, and bis[4-dimethylaminophenyl]methanol
Rainer DeschnerUlf Pindursubject
Indole testchemistry.chemical_compoundAcid catalysisBicyclic moleculeChemistryOrganic ChemistryElectrophileRegioselectivityOrganic chemistryMethanolXanthydrolMedicinal chemistryCatalysisdescription
3-Isopropylindole (4) is xanthenylated both at N-1 (stereocontrolled major reaction), C-2, and on the phenyl nucleus of the indole skeleton by xanthydrol (1). Other carbinols such as dibenzosuberenol (2) and bis[4-dimethylaminophenyl]methanol (3) with lower electrophilic SN1 activities than 1 do not react with 4 but do react very selectively with simple methylindoles to form diarylmethylated derivatives.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1988-07-01 | Journal of Heterocyclic Chemistry |