0000000000522716

AUTHOR

Carsten Rehn

showing 2 related works from this author

ChemInform Abstract: Carbazole Synthesis via an in situ Trapping Strategy with Indolyl Enol Ethers.

2010

Indolyl enol ethers, generated from the alkoxy(indolyl)carbenium tetra- fluoroborates (1) by treatment with sodium hydride, can be trapped with dimethyl acetylenedicarboxylate or N-phenylmaleimide to furnish the se- lectively functionalized carbazoles (3), (4), (5), (9), (10), and (13). In addition, the biaryl derivatives (6) and (11) are produced by a ring- opening reaction of the primarily formed Diels-Alder adduct. In the case of the biaryl derivative (6), an X-ray crystal structure analysis yields valuable information on constitutions and configurations in the biaryl series. The phenomenon of atropisomerism is discussed for this compound

Dimethyl acetylenedicarboxylatechemistry.chemical_compoundAtropisomerChemistryCarbazoleAlkoxy groupGeneral MedicineRing (chemistry)EnolMedicinal chemistryAdductSodium hydrideChemInform
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Carbazole synthesisviaanin situtrapping strategy with indolyl enol ethers

1994

Indolyl enol ethers, generated from the alkoxy(indolyl)carbenium tetra- fluoroborates (1) by treatment with sodium hydride, can be trapped with dimethyl acetylenedicarboxylate or N-phenylmaleimide to furnish the se- lectively functionalized carbazoles (3), (4), (5), (9), (10), and (13). In addition, the biaryl derivatives (6) and (11) are produced by a ring- opening reaction of the primarily formed Diels-Alder adduct. In the case of the biaryl derivative (6), an X-ray crystal structure analysis yields valuable information on constitutions and configurations in the biaryl series. The phenomenon of atropisomerism is discussed for this compound

chemistry.chemical_classificationDimethyl acetylenedicarboxylateAtropisomerCarbazoleOrganic ChemistryEnolMedicinal chemistryAdductSodium hydridechemistry.chemical_compoundchemistryEnol etherAlkoxy groupOrganic chemistryJournal of Heterocyclic Chemistry
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