J. Chil. Chem. Soc., 56, Nº 4 (2011)
NH2
NH2
NH2
97
17
18
19
20
21
22
23
Immediately
2
64
78-80
78-80
69
8
8
MeO
MeO
Br
Br
NH2
97
90
90
93
94
90
Br
Br
NH2
NH2
Immediately
Immediately
Immediately
9
8
Br
Cl
Br
Br
NH2
NH2
NH2
8
Cl
Br
NH2
106-111
96
13
13
8
NC
NC
Br
Br
NH2
CN
NH2
CN
NH2
NH2
Immediately
102
O2N
O2N
Br
aAll reactions were carried out at 0 oC, and the molar ratio of reagent:phenol or aniline was 1:1.
bThe molar ratio of reagent:phenol was 2:1.
cAll products were characterized spectroscopically (1H NMR , IR), and showed physical and spectral data in accordance with their expected structure and by
comparison with authentic samples.
dYield refers to pure isolated product.
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(2007).
CONCLUSION
In conclusion, we have developed an efficient, versatile, selective and
general method for the bromination of phenols and anilines using easily
prepared NBSac in the presence of catalytic amount of amberlyst-15.
The mild reaction conditions, rapid conversion, good to excellent yields,
high regioselectivity and reusability of the catalyst are advantages of this
protocol.
18.- S. Singhal, S. L. Jain, B. J. Sain, Mol. Catal. A: Chem. 258, 198, (2006).
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ACKNOWLEDGMENTS
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We are thankful to the Research Council of University of Mazandaran for
the partial support of this work.
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