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A Practical Synthetic Route to Benzofuro[2,3-<i>b</i>]pyridine and Trifluoromethyl-α-carbolines
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2008
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Diversity Oriented SynthesisDerivativesNatural SciencesDiversity-oriented SynthesisCf3-containing β-DiketonesPractical Synthetic RouteSimilar Approach 4-Trifluoromethyl-α-carbolinesFluorous SynthesisOrganic ChemistryBenzofuran-2-amine ReactsChemistryPharmacologySynthetic Chemistry
In situ generated benzofuran-2-amine reacts with 1,3-CCC-dielectrophiles, such as CF3-containing β-diketones, 3-formylchromone, methyl-2,4-dioxopentanoate and pentafluorobenzaldehyde, and the reaction leads to the formation of benzofuro[2,3-b]pyridine ring system. By using a similar approach 4-trifluoromethyl-α-carbolines were synthesized starting from indole-2-amine.