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Synthesis 2007(12): 1739-1764
DOI: 10.1055/s-2007-983703
DOI: 10.1055/s-2007-983703
REVIEW
© Georg Thieme Verlag Stuttgart · New York
Recent Advances in Indium-Promoted Organic Reactions
Further Information
Received
28 February 2007
Publication Date:
08 June 2007 (online)
Publication History
Publication Date:
08 June 2007 (online)
Abstract
This review deals with organic reactions which are promoted by indium metal or indium salts, with a focus on recent advances in stoichiometric and catalytic pathways. Applications to transmetalations, cross-coupling reactions and carboindation, in which an organoindium species may be postulated, are highlighted, as well as the reactions in which a radical is the key intermediate. Special attention is placed on the role of indium metal as a reducer, and on the Lewis acidity of indium salts in catalytic processes.
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1 Introduction
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2 The Oxidation States of Indium
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3 Barbier-Type Additions
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4 Carbonyl Alkynylation
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5 Carbonyl Additions via Transmetalation
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6 Carboindation of Alkynes
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7 Cross-Coupling Reactions
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8 Nucleophilic Substitutions
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9 Radical Reactions
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10 Hydroindation
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11 Reduction of Functional Groups
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12 Activation of Silicon by Indium(III) Salts
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13 Indium(III)-Catalyzed Reactions
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14 Conclusion
Key words
indium metal - indium salts - reduction - metalation - Lewis acid
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References
Augé, J.; Lubin-Germain, N.; Uziel, J. unpublished results.