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325
Table 3, the preference of our method over other previ-
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rates and yields obtained from our model reactions in
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A possible mechanism to explain the bromination and
iodination of the aromatic substrates is depicted in Scheme 3.
As shown in this scheme, these reactions are probably
2
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?
?
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9
26, (1995)
2
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In summary, trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-
dioxolane has been conveniently used as an efficient and
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?
?
highly potent oxidant for in situ generation of Br and I
ions in reaction with NH Br and NH I, respectively. These
3
3
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4
4
ions can subsequently act as reactive electrophiles towards
the aromatic substrates to afford the corresponding bro-
minated or iodinated products in good to quantitative
yields. The reactions proceed under mild conditions at
room temperature with a simple workup procedure. This
protocol is considered as environmentally benign since no
toxic residues or corrosive acids are introduced to the
environment.
34. M.A. Khalilzadeh, A. Hosseini, M. Shokrollahzadeh, M.R.
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Acknowledgments We wish to thank the research council of
Bu-Ali Sina University, Hamedan, Iran, for financial support to carry
out this research.
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