Organic Letters
Letter
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In summary, an efficient catalytic system for the palladium-
catalyzed transfer dehydration of primary amides to nitriles
under aqueous conditions was established using an electron-
deficient nitrile as a water acceptor by considering the
thermodynamic and kinetic nature of the reversible catalysis.
Further applications of this method for the direct functional-
ization of complex natural products, pharmaceuticals, and
biomolecules are envisaged.
̀
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ASSOCIATED CONTENT
* Supporting Information
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thermodynamics.
S
The Supporting Information is available free of charge on the
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Supplementary tables, experimental procedures, and
1H and 13C NMR spectra and chromatographic charts
AUTHOR INFORMATION
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Corresponding Author
ORCID
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(b) Baillie, T. A. Angew. Chem., Int. Ed. 2016, 55, 13408−13421.
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Author Contributions
∥H.O. and A.N. contributed equally to this work.
Funding
This work was supported by JSPS (KAKENHI Grants
JP15KT0141 and JP17K05859), the Toyota Physical and
Chemical Research Institute (Toyota Riken), and the Institute
for Quantum Chemical Exploration (IQCE).
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Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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The authors are grateful to Dr. K. Kuwata (Nagoya University)
for her HRMS analysis of 2ad. The authors thank Profs. R.
Noyori and S. Saito (Nagoya University) for their continuous
support.
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