Angewandte Chemie International Edition in English · 1993 · 47 citations · 19 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCatalytic MechanismsElectron Transfer ReactionsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisRadical ReactionsCarbazole ChemistryCarbazole SynthesisElectron TransferElectron Transfer CatalysisIndole AlkaloidsIndole ChemistryIndole DerivativesIndole Synthesis
A Diets–Alder reaction between two electronrich components is possible with electron transfer catalysis. 2-Vinylindole radical cations generated in this way react with 1,3-cyclohexadienes to yield highly substituted carbazole derivatives such as 1. This reaction is interesting above all for the synthesis of indole alkaloids. R1 - R3 are, for example, H, Me, iPr, Ph.
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