A. Vibhute et al. / Chinese Chemical Letters 21 (2010) 914–918
917
pestle within shorter reaction times (20–30 min) with excellent yields (82–94%, Table 1). Few drops of water are
required for easy grinding as well as iodic acid react properly in the presence of water with hydroiodic acid. A variety
of ortho/para hydroxy substituted aromatic aldehydes and ketones were selected for the iodination reaction using
iodine and iodic acid. The iodination occurs regioselectively and the C-iodination took place at ortho or/and para
positions. When the o-position was blocked with a substituent, then iodination took place at p-position and vice versa.
The diiodination occurs if ortho and para positions are unsubstituted. Iodination does not occur in the side chain, i.e. –
COCH2–R or –CH3; only nuclear iodination takes place.
3. Conclusion
In conclusion, we have reported a simple and efficient method for solvent-free iodination of hydroxylated aromatic
aldehydes and ketones using iodine and iodic acid by grinding method. The notable merits of the present method are
shorter reaction times (20–30 min), simple work-up procedure; high yield (82–94%), environmentally friendly as it
does not use any auxiliary or organic solvent. To the best of our knowledge this is first repot on iodination of
hydroxylated aromatic aldehydes and ketones using iodine and iodic acid by grinding method.
Acknowledgments
Authors are also grateful to UGC New Delhi for sanctioning Major Research Grant and the Director, IICT,
Hyderabad for providing spectral analysis. The authors are thankful to Principal, Yeshwant Mahavidyalaya, Nanded
for providing laboratory facilities.
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