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Microwave-Induced Montmorillonite-Mediated Facile Synthesis of Enamines
Corresponding Author(s) : Bimal Krishna Banik
Asian Journal of Chemistry,
Vol. 32 No. 2 (2020): Vol 32 Issue 2
Abstract
Montmorillonite clay-mediated simple and high yielding protocol for the synthesis of various enamines with secondary amines and ketones is developed under microwave condition. This protocol is very convenient to accesses the enamines from cyclic amines with various carbonyl compounds in high yield under mild reaction conditions with short reaction time.
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- F. Thomas, DeRosa, Advances in Synthetic Organic Chemistry and Methods Reported in US Patents, Elsevier Science (2006). https://doi.org/10.1016/B978-0-08-044474-1.X5000-2.
- R. Stork, J. Am. Chem. Soc., 85, 207 (1963); https://doi.org/10.1021/ja00885a021.
- Y. Cheng, Z.-T. Huang and M.-X. Wang, Curr. Org. Chem., 8, 325 (2005); https://doi.org/10.2174/1385272043485936.
- O. Boger, D.L. Ishizaki, T. Wysocki, J.R. Munk, S.A. Kitos and P.A. Suntornwat, J. Am. Chem. Soc., 111, 6461 (1989); https://doi.org/10.1021/ja00198a089.
- U. Dannhardt, J. Prakt. Chem., 340, 256 (1998); https://doi.org/10.1002/prac.19983400309.
- A.M. Natalie, D.E. Donna, S.C. Khurana, M. Noha, N.S. James, P.S. Sylvia, J.H. Abraham, N. Robert and S.T. Jacqueline, Eur. J. Med. Chem., 38, 49 (2003); https://doi.org/10.1016/S0223-5234(02)00006-5.
- P. Savarin, Org. Lett., 4, 2071 (2002); https://doi.org/10.1021/ol025950z.
- A.R. Gholap, N.S. Chakor, T. Daniel, R.J. Lahoti and K.V. Srinivasan, J. Mol. Catal. Chem., 245, 37 (2006); https://doi.org/10.1016/j.molcata.2005.09.021.
- R. Sheldon, Chem. Commun., 2399 (2001); https://doi.org/10.1039/B107270F.
- A.R. Khosropour, M.M. Khodaei and M. Kookhazadeh, Tetrahedron Lett., 45, 1725 (2004); https://doi.org/10.1016/j.tetlet.2003.12.093.
- R. Lee, Tetrahedron Lett., 45, 443 (1997); https://doi.org/10.1016/S0040-4039(96)02321-0.
- N. Miyaura, K. Yamada, H. Suginome and A. Suzuki, J. Am. Chem. Soc., 20, 2362 (1985); https://doi.org/10.1021/ja00290a037.
- N.C.B.S. Gogai and R. Bhuyan, Synth. Commun., 35, 2811 (2005); https://doi.org/10.1080/00397910500290557.
- D. Kaur, J. Chem. Pharm. Res., 4, 991 (2012).
- H.B.B. Bose, A. Sanjoto, W.P. Villarreal and S. Aguilar, Tetrahedron Lett., 48, 3945 (2007); https://doi.org/10.1016/j.tetlet.2007.04.050.
- S. Samajdar, F.F. Becker and B.K. Banik, Arkivoc, 27 (2001); https://doi.org/10.3998/ark.5550190.0002.804.
- A. Banik, Tetrahedron Lett., 33, 3603 (1992); https://doi.org/10.1016/S0040-4039(00)92513-9.
- J.M. Adams, Appl. Clay Sci., 02, 309 (1987); https://doi.org/10.1016/0169-1317(87)90039-1.
References
F. Thomas, DeRosa, Advances in Synthetic Organic Chemistry and Methods Reported in US Patents, Elsevier Science (2006). https://doi.org/10.1016/B978-0-08-044474-1.X5000-2.
R. Stork, J. Am. Chem. Soc., 85, 207 (1963); https://doi.org/10.1021/ja00885a021.
Y. Cheng, Z.-T. Huang and M.-X. Wang, Curr. Org. Chem., 8, 325 (2005); https://doi.org/10.2174/1385272043485936.
O. Boger, D.L. Ishizaki, T. Wysocki, J.R. Munk, S.A. Kitos and P.A. Suntornwat, J. Am. Chem. Soc., 111, 6461 (1989); https://doi.org/10.1021/ja00198a089.
U. Dannhardt, J. Prakt. Chem., 340, 256 (1998); https://doi.org/10.1002/prac.19983400309.
A.M. Natalie, D.E. Donna, S.C. Khurana, M. Noha, N.S. James, P.S. Sylvia, J.H. Abraham, N. Robert and S.T. Jacqueline, Eur. J. Med. Chem., 38, 49 (2003); https://doi.org/10.1016/S0223-5234(02)00006-5.
P. Savarin, Org. Lett., 4, 2071 (2002); https://doi.org/10.1021/ol025950z.
A.R. Gholap, N.S. Chakor, T. Daniel, R.J. Lahoti and K.V. Srinivasan, J. Mol. Catal. Chem., 245, 37 (2006); https://doi.org/10.1016/j.molcata.2005.09.021.
R. Sheldon, Chem. Commun., 2399 (2001); https://doi.org/10.1039/B107270F.
A.R. Khosropour, M.M. Khodaei and M. Kookhazadeh, Tetrahedron Lett., 45, 1725 (2004); https://doi.org/10.1016/j.tetlet.2003.12.093.
R. Lee, Tetrahedron Lett., 45, 443 (1997); https://doi.org/10.1016/S0040-4039(96)02321-0.
N. Miyaura, K. Yamada, H. Suginome and A. Suzuki, J. Am. Chem. Soc., 20, 2362 (1985); https://doi.org/10.1021/ja00290a037.
N.C.B.S. Gogai and R. Bhuyan, Synth. Commun., 35, 2811 (2005); https://doi.org/10.1080/00397910500290557.
D. Kaur, J. Chem. Pharm. Res., 4, 991 (2012).
H.B.B. Bose, A. Sanjoto, W.P. Villarreal and S. Aguilar, Tetrahedron Lett., 48, 3945 (2007); https://doi.org/10.1016/j.tetlet.2007.04.050.
S. Samajdar, F.F. Becker and B.K. Banik, Arkivoc, 27 (2001); https://doi.org/10.3998/ark.5550190.0002.804.
A. Banik, Tetrahedron Lett., 33, 3603 (1992); https://doi.org/10.1016/S0040-4039(00)92513-9.
J.M. Adams, Appl. Clay Sci., 02, 309 (1987); https://doi.org/10.1016/0169-1317(87)90039-1.