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Microwave Assisted Deprotection of Heterocyclic Semicarbazones by Quinolinium Flurochromate
Corresponding Author(s) : T. Vimala
Asian Journal of Chemistry,
Vol. 29 No. 10 (2017): Vol 29 Issue 10
Abstract
The regeneration of semicarbazone from 2,6-diphenyl piperidine-4-one semicarbazone (PPS) and its alkyl substituted derivatives (3, 3 and 5th position) by quinolinium flurochromate (QFC) 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).
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- 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.
- R.S. Varma and H.M. Meshram, Tetrahedron Lett., 38, 7973 (1997); https://doi.org/10.1016/S0040-4039(97)10143-5.
- C.G. Nemai and D.E. Datta Mrityunjoy, J. Indian Chem. Soc., 81, 308 (2004).
- A.R. Hajipour, H. Adibi and A.E. Ruoho, J. Org. Chem., 68, 4553 (2003); https://doi.org/10.1021/jo034217y.
- R. Ghorbani-Vaghei and E. Shahloazee, J. Braz. Chem. Soc., 16, 647 (2005).
- M.R. Naimi-Jamal, J. Mokhtari, M.G. Dekamin and S. Javanshir, Iran. J. Chem. Chem., Eng., 31, 1 (2012).
- K. Banerjee, A.K. Mitra and A. Patra, Indian J. Chem., 45, 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).
- X. Jing, D. Yuan and L. Yua, Adv. Synth. Catal., 359, 1194 (2017); https://doi.org/10.1002/adsc.201601353.
- 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.
- 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).
M.M. Heravi, A.J. Sabaghian, K. Bakhtiari and M. Ghassemzadeh, J. Braz. Chem. Soc., 17, 614 (2006); https://doi.org/10.1590/S0103-50532006000300029.
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.
R.S. Varma and H.M. Meshram, Tetrahedron Lett., 38, 7973 (1997); https://doi.org/10.1016/S0040-4039(97)10143-5.
C.G. Nemai and D.E. Datta Mrityunjoy, J. Indian Chem. Soc., 81, 308 (2004).
A.R. Hajipour, H. Adibi and A.E. Ruoho, J. Org. Chem., 68, 4553 (2003); https://doi.org/10.1021/jo034217y.
R. Ghorbani-Vaghei and E. Shahloazee, J. Braz. Chem. Soc., 16, 647 (2005).
M.R. Naimi-Jamal, J. Mokhtari, M.G. Dekamin and S. Javanshir, Iran. J. Chem. Chem., Eng., 31, 1 (2012).
K. Banerjee, A.K. Mitra and A. Patra, Indian J. Chem., 45, 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).
X. Jing, D. Yuan and L. Yua, Adv. Synth. Catal., 359, 1194 (2017); https://doi.org/10.1002/adsc.201601353.
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.
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).