6533b862fe1ef96bd12c6134

RESEARCH PRODUCT

ChemInform Abstract: Reactions of 3-Vinylindole Derivatives with Dienophiles.

Ulf PindurMercedes Medio-simón

subject

Reaction conditionsAddition reactionchemistry.chemical_compoundChemistryCarbazoleYield (chemistry)Organic chemistryGeneral MedicineEne reactionAdduct

description

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.

https://doi.org/10.1002/chin.199132069