6533b7cffe1ef96bd12583c1
RESEARCH PRODUCT
Reactions of 3-vinylindole derivatives with dienophiles
Mercedes Medio-simónUlf Pindursubject
Reaction conditionschemistry.chemical_compoundchemistryBicyclic moleculeCarbazoleYield (chemistry)Organic ChemistryMichael reactionPhysical and Theoretical ChemistryMedicinal chemistryEne reactionAdductdescription
Reactions of 3-(1-cyclohexenyl)-1,2-dimethylindole (1a) and the 1,2-dihydrocarbazole 1b with some carbo- and heterodienophiles are described. Thus, compound 1a reacts to give ene, Michael-type, and Diels-Alder adducts, depending on the dienophile and reaction conditions. The 3-vinylindole 1b reacts with 4-phenyl-1,2,4-triazoline-3,5-dione or N-phenylmaleimide in a dehydrogenative reaction to yield the fully aromatized carbazole 8.
year | journal | country | edition | language |
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1991-04-12 | Liebigs Annalen der Chemie |