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COMMUNICATION
Journal Name
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CH3CONH2 was formed by reaction of CH3CN and H2O,
followed by the formation of HMBA in the second step via the
AER of HDA with CH3CONH2, the former reaction was
promoted by the latter. It is worth noting that in the second step,
CuO plays a significant role in the nucleophilic addition reaction of
HDA and CH3CONH2. The electrophilicity of the carbonyl carbon
atom in CH3CONH2 was promoted by the CuO catalyst. The carbonyl
was then attacked by nucleophilic HDA.
o2237.
DOI: 10.1039/C6RA05563J
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Scheme 2 The proposed mechanismfor the AER of HDA, CH3CN, and H2O.
As shown above, nucleophilic addition of CH3CONH2
activated by CuO with HDA occurred to form I, followed by
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Conclusions
In conclusion, we have proposed a highly copper-catalysed
AER of HDA with CH3CN and H2O for the synthesis of HMBA.
Under the optimised reaction conditions, good yields of
various diacetamides were obtained with different diamines.
This optimised catalytic system for the AER of diamines, CH3CN,
and H2O is preferable for the synthesis of diacetamides via an
environmentally benign route. Further development and
application of this reaction are underway.
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Acknowledgements
This work was financially supported by the National Natural
Science Foundation of China (No. 21173240).
Notes and references
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