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Copper-Catalyzed Electrophilic Amination of sp2 and sp3 C−H Bonds

Part of the Springer Theses Book Series

DOI: 10.1007/978-3-319-38878-6

ISBN: 978-3-319-38877-9

Publisher: Springer International Publishing - Springer Journals

Aug 19, 2016

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Chapter 1Electrophilic Amination for the Synthesis of Alkyl and Aryl Amines

McDonald, Stacey L.

Pages: 1 –23

[Amines containing either C(sp2)–N or C(sp3)–N bonds are privileged structural motifs that are present in many biologically and pharmaceutically relevant compounds. Traditionally, C–N bonds have been synthesized using nucleophilic amines, with transition metal-mediated aminations providing a...
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Chapter 2Selective α-Amination and α-Acylation of Esters and Amides via Dual Reactivity of O-Acylhydroxylamines Toward Zinc Enolates

McDonald, Stacey L.

Pages: 25 –60

[α-Amino carbonyl and 1,3-dicarbonyl compounds are highly desirable motifs in organic synthesis and are present in many pharmaceutically and biologically relevant molecules. Selective α-amination and α-acylation of esters and amides have been developed, employing O-acylhydroxylamines as a dually...
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Chapter 3Copper-Catalyzed α-Amination of Phosphonates and Phosphine Oxides: A Direct Approach to α-Amino Phosphonic Acids and Derivatives

McDonald, Stacey L.

Pages: 61 –95

[A direct approach to important α-amino phosphonic acid derivatives has been developed by using copper-catalyzed electrophilic amination of α-phosphonate zincates with O-acyl hydroxylamines. This amination provides the first example of C–N bond formation which directly introduces acyclic and...
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Chapter 4Copper-Catalyzed Electrophilic Amination of Heteroarenes and Arenes by C–H Zincation

McDonald, Stacey L.

Pages: 97 –142

[Heteroaromatic amines are key structural motifs that are widely found in biologically important molecules and medicines; therefore, efficient methods for the synthesis of these important heteroaryl amines are highly valuable. Direct amination of heteroarenes and arenes has been achieved in a...

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