Chemical Science
Page 4 of 5
COMMUNICATION
DOI: 10.1039/C5SC00941C
L. Marcum, L. J. Haupert, L. M. Amundson, H. I. Kenttämaa, F.
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intermediate B was formed through the standard condensation
between aniline and cyclohexanone. Finally, reduction of the imine
intermediate under [Pd]/[H] generated the cyclohexylaniline
derivative and regenerated the active palladium catalyst.[20]
6
Conclusions
In conclusion, we have developed a simple, efficient, and novel
Pdꢀcatalyzed direct reductive coupling of phenols with amines for
the formation of secondary and tertiary cyclohexylamine derivatives.
A wide range of substituted phenols and aniline derivatives could be
coupled effectively by this method. Aliphatic amines are also
effective by this method. In addition, the reaction employed cheap
sodium formate as the hydrogen donor, avoiding the use of a
potentially hazardous pressurized H2 atmosphere. Furthermore, the
reaction of the phenolic lignin model compounds provides great
opportunities of using lignin as a renewable feedstock for chemical
synthesis. Further studies on the reaction mechanism and
applications of this methodology are currently underway in our
laboratory.
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Acknowledgements
We thank the CSC (China Scholarship Council) for a
postdoctoral fellowship (to Z.W.C.) and NSERC, FQRNT, CFI,
and the Canada Research Chair (to C.J.L.) for their support of
our research.
Notes
aDepartment of Chemistry and FQRNT Centre for Green Chemistry and
Catalysis, McGill University, 801 Sherbrooke St. W., Montreal, Quebec
H3A 0B8 (Canada).
12
bSchool of Chemistry and Chemical Engineering, Gannan Normal
University, Ganzhou 341000, PR China.
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