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Regeneration of Carbonyl Compounds by Deoximation of Piperidine-4-one Oximes with Quinolinium Flurochromate in Presence of Montmorillonite K10 Clay
Corresponding Author(s) : T. Vimala
Asian Journal of Chemistry,
Vol. 29 No. 11 (2017): Vol 29 Issue 11
Abstract
The regeneration of oximes from 2,6-diphenyl piperidine-4-one oximes (PPO) and its alkyl substituted derivatives (3-alkyl PPO and 3,5-dimethyl PPO) by quinolinium flurochromate under microwave irradiation in the presence of montmorillonite K10 clay leads to the formation of ketone in a good yield.
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- W. Carruthers, Some Modern Methods of Organic Synthesis, Cambridge University Press, Cambridge, London, p. 345 (1986).
- K.L. Williamson, Macroscale and Microscale Organic Experiments, Houghton-Miffin, Baston, edn 3, p. 426 (1999).
- T.W. Greene and P.G. Wust Protective Groups in Organic Synthesis, John Wily & Sons, New York, edn 3 (1999).
- A.P. Sikar and P.J. Das, Indian J. Chem., 46B, 1208 (2007).
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- C. Saravanselvi, N. Somasundaram, S. Vijaikumar and C. Srinivasan, Photochem. Photobiol. Sci., 1, 607 (2002); https://doi.org/10.1039/B203721C.
- R.S. Varma and H.M. Meshram, Tetrahedron Lett., 38, 5427 (1997); https://doi.org/10.1016/S0040-4039(97)01213-6.
- R.S. Varma and H.M. Meshram, Tetrahedron Lett., 38, 7973 (1997); https://doi.org/10.1016/S0040-4039(97)10143-5.
- H. Veisi, R. Ghorbani-Vaghei and M.A. Zolfigol, Org. Prep. Proc. Int., 43, 489 (2011); https://doi.org/10.1080/00304948.2011.629553.
- R. Ghorbani-Vaghei and E. Shahloazee, J. Braz. Chem. Soc., 16, 647 (2005).
- P.T. Perumal, M. Anniyappan and D. Muralidharan, J. Chem. Sci., 116, 261 (2004); https://doi.org/10.1007/BF02708276.
- K. Banerjee, A.K. Mitra and A. Patra, Indian J. Chem., 45 B, 537 (2006).
- Y.-F. Zohu, F. Lin, X. L. Lu, C. Zhanghe, Q. Wang, X.-N. Zou and J.-D. Lou, Oxid. Commun., 35, 45 (2012).
- V. Murugesan and A. Pandurangan, Indian J. Chem., 31B, 377 (1992).
- D.S. Bose and A.V. Narasaiah, Synth. Commun., 30, 1153 (2000); https://doi.org/10.1080/00397910008087132.
- G.A. Rajkumar and V. Sivamurugan, Indian J. Chem., 43B, 936 (2004).
- M. Tajbakhsh, K. Alimohammadi, H. Behmadi and M. Barghamadi, J. Chem. Res., 2005, 35 (2005); https://doi.org/10.3184/0308234053431194.
- V. Baliah, K. Pandiyarajan and M.A. Lakshmanan, Indian J. Chem., 16B, 72 (1978).
- C.R. Noller and V. Baliah, J. Am. Chem. Soc., 70, 3853 (1948); https://doi.org/10.1021/ja01191a092.
- X. Jing, D. Yuan and L. Yua, Adv. Synth. Catal., 359, 1194 (2017); https://doi.org/10.1002/adsc.201601353.
- J.R. Dyer, Applications of Absorption Spectroscopy of Organic Compounds, Prentice Hall of India Pvt. Ltd., New Delhi, India (1991).
- P.S. Kalsi, Spectroscopy of Organic Compounds, John Wiley & Sons (Asia) Pvt. Ltd. (1995).
References
W. Carruthers, Some Modern Methods of Organic Synthesis, Cambridge University Press, Cambridge, London, p. 345 (1986).
K.L. Williamson, Macroscale and Microscale Organic Experiments, Houghton-Miffin, Baston, edn 3, p. 426 (1999).
T.W. Greene and P.G. Wust Protective Groups in Organic Synthesis, John Wily & Sons, New York, edn 3 (1999).
A.P. Sikar and P.J. Das, Indian J. Chem., 46B, 1208 (2007).
S. Sahu, S. Sahu, S. Petal, S. Dash and B.K. Mishra, Indian J.Chem., 47B, 259 (2008).
C. Saravanselvi, N. Somasundaram, S. Vijaikumar and C. Srinivasan, Photochem. Photobiol. Sci., 1, 607 (2002); https://doi.org/10.1039/B203721C.
R.S. Varma and H.M. Meshram, Tetrahedron Lett., 38, 5427 (1997); https://doi.org/10.1016/S0040-4039(97)01213-6.
R.S. Varma and H.M. Meshram, Tetrahedron Lett., 38, 7973 (1997); https://doi.org/10.1016/S0040-4039(97)10143-5.
H. Veisi, R. Ghorbani-Vaghei and M.A. Zolfigol, Org. Prep. Proc. Int., 43, 489 (2011); https://doi.org/10.1080/00304948.2011.629553.
R. Ghorbani-Vaghei and E. Shahloazee, J. Braz. Chem. Soc., 16, 647 (2005).
P.T. Perumal, M. Anniyappan and D. Muralidharan, J. Chem. Sci., 116, 261 (2004); https://doi.org/10.1007/BF02708276.
K. Banerjee, A.K. Mitra and A. Patra, Indian J. Chem., 45 B, 537 (2006).
Y.-F. Zohu, F. Lin, X. L. Lu, C. Zhanghe, Q. Wang, X.-N. Zou and J.-D. Lou, Oxid. Commun., 35, 45 (2012).
V. Murugesan and A. Pandurangan, Indian J. Chem., 31B, 377 (1992).
D.S. Bose and A.V. Narasaiah, Synth. Commun., 30, 1153 (2000); https://doi.org/10.1080/00397910008087132.
G.A. Rajkumar and V. Sivamurugan, Indian J. Chem., 43B, 936 (2004).
M. Tajbakhsh, K. Alimohammadi, H. Behmadi and M. Barghamadi, J. Chem. Res., 2005, 35 (2005); https://doi.org/10.3184/0308234053431194.
V. Baliah, K. Pandiyarajan and M.A. Lakshmanan, Indian J. Chem., 16B, 72 (1978).
C.R. Noller and V. Baliah, J. Am. Chem. Soc., 70, 3853 (1948); https://doi.org/10.1021/ja01191a092.
X. Jing, D. Yuan and L. Yua, Adv. Synth. Catal., 359, 1194 (2017); https://doi.org/10.1002/adsc.201601353.
J.R. Dyer, Applications of Absorption Spectroscopy of Organic Compounds, Prentice Hall of India Pvt. Ltd., New Delhi, India (1991).
P.S. Kalsi, Spectroscopy of Organic Compounds, John Wiley & Sons (Asia) Pvt. Ltd. (1995).