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Iron(II) chloride-1,1′-binaphthyl-2,2′-diamine (FeCl 2-BINAM) complex catalyzed domino synthesis of bisindolylmethanes from indoles and primary alcohols
Sindhura Badigenchala,
Published in
2014
Volume: 46
   
Issue: 1
Pages: 101 - 109
Abstract
Biologically important bisindolylmethanes are synthesized in a domino fashion by using an iron(II) chloride-(±)-1,1′-binaphthyl-2, 2′-diamine [FeCl2-(±)-BINAM] complex as the catalyst. This method proceeds via oxidation of a primary alcohol into the corresponding aldehyde followed by nucleophilic addition of an indole in the presence of the catalyst. A reaction intermediate is synthesized separately and converted into the bisindolylmethane product under the same reaction conditions as support for the proposed mechanism. © Georg Thieme Verlag Stuttgart · New York.
About the journal
JournalSynthesis (Germany)
ISSN00397881
Open AccessYes
Concepts (26)
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    Alcohol oxidation
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    BISINDOLYLMETHANES
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    Domino reactions
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    Iron catalyst
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    IRON CHLORIDES
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    Nucleophilic additions
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    PRIMARY ALCOHOLS
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    Reaction conditions
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    Addition reactions
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    Amines
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    CATALYSTS
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    Reaction kinetics
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    Chlorine compounds
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    1,1' BINAPHTHYL 2,2' DIAMINE
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    Alcohol derivative
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    BISINDOLYLMETHANE DERIVATIVE
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    DIAMINE DERIVATIVE
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    FERROUS CHLORIDE
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    Indole derivative
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    Nucleophile
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    Unclassified drug
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    Article
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    Catalysis
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    Chemical reaction
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    Domino reaction
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    Green chemistry