Direct Transformation of Secondary Amides into Secondary Amines: Triflic Anhydride Activated Reductive Alkylation

Direct Transformation of Secondary Amides into Secondary Amines: Triflic Anhydride Activated Reductive Alkylation

Versatile and mild: The first general method for the title transformation has been developed (see scheme; 2‐F‐Py=2‐fluoropyridine; Tf=trifluorosulfonyl). The amines are synthesized in good yields and the ketimine intermediates can be isolated before the reduction. This method should find application...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-08, Vol.51 (33), p.8314-8317
Hauptverfasser: Xiao, Kai-Jiong, Wang, Ai-E, Huang, Pei-Qiang
Format: Artikel
Sprache:eng
Schlagworte:
Activated
Alkylation
amide activation
Amides
Amides - chemistry
Amines
Amines - chemical synthesis
Amines - chemistry
Anhydrides
Biocompatibility
cerium
CC bond formation
Molecular Structure
Reduction
Reductive alkylation
Synthesis
synthetic methods
Transformations
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Beschreibung
Zusammenfassung:Versatile and mild: The first general method for the title transformation has been developed (see scheme; 2‐F‐Py=2‐fluoropyridine; Tf=trifluorosulfonyl). The amines are synthesized in good yields and the ketimine intermediates can be isolated before the reduction. This method should find applications in the synthesis of nitrogen‐containing bioactive molecules and medicinal agents.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201204098