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Synthesis and Characterization of 3-Substituted Indole Derivatives as Novel Mannich Bases
Corresponding Author(s) : E. Erdag
Asian Journal of Chemistry,
Vol. 33 No. 4 (2021): Vol 33 Issue 4
Abstract
In this study, ten 3-substituted indole derivatives at the 3rd position of indole nucleus were synthesized via Mannich reaction with microwave assisted synthesis and the conventional reflux heating method. Microwave assisted synthesis is more preferrable than reflux method since the microwave irradiation lead to a higher product yields with better purity and improved energy efficiency with shortened reaction time. The structures of 3-substituted indole derivatives were characterized by FT-IR, elemental analysis, 1H NMR and 13C NMR spectroscopy.
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- H.M. Abo-Salem, K.M. Ahmed, S.E. Hallouty, E.R. El-sawy and A.H. Mandour, Int. J. Pharm. Pharm. Sci., 8, 113 (2016); https://doi.org/10.22159/ijpps.2016v8i12.14841
- N. Kaushik, K. Kaushik, N. Attri, P. Kumar, N. Kim, C.H. Verma and E.H. Choi, Molecules, 18, 6620 (2013); https://doi.org/10.3390/molecules18066620
- R. Patil, S.A. Patil, K.D. Beaman and S.A. Patil, Future Med. Chem., 8, 1291 (2016); https://doi.org/10.4155/fmc-2016-0047
- C. Lechner, M. Flaßhoff, H. Falke, L. Preu, N. Loaëc, L. Meijer, S. Knapp, S. Chaikuad and C. Kunick, Molecules, 24, 4090 (2019); https://doi.org/10.3390/molecules24224090
- V.M. Norwood IV and R.W. Huigens III, ChemBioChem, 20, 2273 (2019); https://doi.org/10.1002/cbic.201800768
- E. Stempel and T. Gaich, Acc. Chem. Res., 49, 2390 (2016); https://doi.org/10.1021/acs.accounts.6b00265
- V. Sharma, P. Kumar and D. Pathak, J. Heterocycl. Chem., 47, 491 (2010); https://doi.org/10.1002/jhet.349
- A.V. Bogdanov, A.M. Vazykhova, N.R. Khasiyatullina, D.B. Krivolapov, A.B. Dobrynin, A.D. Voloshina and V.F. Mironov, Chem. Heterocycl. Compd., 52, 25 (2016); https://doi.org/10.1007/s10593-016-1826-6
- S.A. Padusha and T. Shareef, Int. J. Pharm. Pharm. Sci., 6, 466 (2011).
- M.T. El Sayed, H.A. Hussein, K.M. Ahmed and N.A. Hamdy, Adv. Mod. Oncol. Res., 1, 104 (2015); https://doi.org/10.18282/amor.v1.i2.223
- P.J. Rao, K.B. Aishwarya, D.I. Begum and L.K. Ravindranath, Der Pharm. Chem., 4, 1935 (2012).
- G. Roman, Eur. J. Med. Chem., 89, 743 (2015); https://doi.org/10.1016/j.ejmech.2014.10.076
- M. Tugrak, H.I. Gul, K. Bandow, H. Sakagami, I. Gulcin, Y. Ozkay and C.T. Supuran, Bioorg. Chem., 90, 103095 (2019); https://doi.org/10.1016/j.bioorg.2019.103095
- K. Chaluvaraju and K. Bhat, J. Young Pharmacists, 3, 243 (2011); https://doi.org/10.4103/0975-1483.83775
- M.K. Akkoc, M.Y. Yuksel, I. Durmaz and R.C. Atalay, Turk. J. Chem., 36, 515 (2012).
- B.A. Roberts and C.R. Strauss, Acc. Chem. Res., 38, 653 (2005); https://doi.org/10.1021/ar040278m
References
H.M. Abo-Salem, K.M. Ahmed, S.E. Hallouty, E.R. El-sawy and A.H. Mandour, Int. J. Pharm. Pharm. Sci., 8, 113 (2016); https://doi.org/10.22159/ijpps.2016v8i12.14841
N. Kaushik, K. Kaushik, N. Attri, P. Kumar, N. Kim, C.H. Verma and E.H. Choi, Molecules, 18, 6620 (2013); https://doi.org/10.3390/molecules18066620
R. Patil, S.A. Patil, K.D. Beaman and S.A. Patil, Future Med. Chem., 8, 1291 (2016); https://doi.org/10.4155/fmc-2016-0047
C. Lechner, M. Flaßhoff, H. Falke, L. Preu, N. Loaëc, L. Meijer, S. Knapp, S. Chaikuad and C. Kunick, Molecules, 24, 4090 (2019); https://doi.org/10.3390/molecules24224090
V.M. Norwood IV and R.W. Huigens III, ChemBioChem, 20, 2273 (2019); https://doi.org/10.1002/cbic.201800768
E. Stempel and T. Gaich, Acc. Chem. Res., 49, 2390 (2016); https://doi.org/10.1021/acs.accounts.6b00265
V. Sharma, P. Kumar and D. Pathak, J. Heterocycl. Chem., 47, 491 (2010); https://doi.org/10.1002/jhet.349
A.V. Bogdanov, A.M. Vazykhova, N.R. Khasiyatullina, D.B. Krivolapov, A.B. Dobrynin, A.D. Voloshina and V.F. Mironov, Chem. Heterocycl. Compd., 52, 25 (2016); https://doi.org/10.1007/s10593-016-1826-6
S.A. Padusha and T. Shareef, Int. J. Pharm. Pharm. Sci., 6, 466 (2011).
M.T. El Sayed, H.A. Hussein, K.M. Ahmed and N.A. Hamdy, Adv. Mod. Oncol. Res., 1, 104 (2015); https://doi.org/10.18282/amor.v1.i2.223
P.J. Rao, K.B. Aishwarya, D.I. Begum and L.K. Ravindranath, Der Pharm. Chem., 4, 1935 (2012).
G. Roman, Eur. J. Med. Chem., 89, 743 (2015); https://doi.org/10.1016/j.ejmech.2014.10.076
M. Tugrak, H.I. Gul, K. Bandow, H. Sakagami, I. Gulcin, Y. Ozkay and C.T. Supuran, Bioorg. Chem., 90, 103095 (2019); https://doi.org/10.1016/j.bioorg.2019.103095
K. Chaluvaraju and K. Bhat, J. Young Pharmacists, 3, 243 (2011); https://doi.org/10.4103/0975-1483.83775
M.K. Akkoc, M.Y. Yuksel, I. Durmaz and R.C. Atalay, Turk. J. Chem., 36, 515 (2012).
B.A. Roberts and C.R. Strauss, Acc. Chem. Res., 38, 653 (2005); https://doi.org/10.1021/ar040278m