Copyright (c) 2023 Sandip Mule, C S Patil, Dattatraya Pansare
This work is licensed under a Creative Commons Attribution 4.0 International License.
A Simple Single-Step Synthesis of Bis(indolyl)methane using Polyaniline-Supported Graphene Oxide Nanocomposites as Catalysts
Corresponding Author(s) : Dattatraya Pansare
Asian Journal of Chemistry,
Vol. 35 No. 10 (2023): Vol 35 Issue 10, 2023
Abstract
A novel approach for synthesizing bis(indolyl)methane derivatives (3a-k) through the reaction of aromatic aldehyde and 5-bromo indole in ethanol is presented. The reaction utilizes a heterogeneous catalyst composed of polyaniline supported graphene oxide, which offers
environmental benefits. Advantages of the approach over previously described methods include a shorter reaction time, milder reaction conditions, and a reusable catalyst. Furthermore, this synthetic route aligns with the principles of green chemistry by fulfilling various important requirements. The synthesized catalysts, consisting of heterogeneous polyaniline supported graphene oxide, were thoroughly characterized using SEM, IR and XRD techniques.
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References
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A. Srivastava, A. Agarwal, S.K. Gupta and N. Jain, RSC Adv., 6, 23008 (2016);https://doi.org/10.1039/C6RA02458K
D.T. Nagre, S.N. Mali, B.R. Thorat, S.A. Thorat, A.R. Chopade, M. Farooqui and B. Agrawal, Curr. Enzym. Inhib., 17, 127 (2021);https://doi.org/10.2174/1573408017666210203203735
P.P. Kaishap, C. Dohutia and D. Chetia, Int. J. Pharm. Pharm. Sci., 11, 4247 (2012).
S.N. Mhaldar, K.S. Mandrekar, M.K. Gawde, R.V. Shet and S.G. Tilve, Synth. Commun., 49, 94 (2019);https://doi.org/10.1080/00397911.2018.1542732
V.D. Kadu, S.N. Chandrudu, M.G. Hublikar, D.G. Raut and R.B. Bhosale, RSC Adv., 10, 23254 (2020);https://doi.org/10.1039/D0RA03221B
S-X. Cai, D.-H. Li, T.-J. Zhu, F.-P. Wang, X. Xiao and Q.-Q. Gu, Helv. Chim. Acta, 93, 791 (2010);https://doi.org/10.1002/hlca.200900360
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J. Xiang, J. Wang, M. Wang, X. Meng and A. Wu, Org. Biomol. Chem., 13, 4240 (2015);https://doi.org/10.1039/C5OB00025D
G.M. Patel, A.S. Kure, G.G. Mandawad, B.S. Hote and S.G. Konda, Results Chem., 4, 100436 (2022);https://doi.org/10.1016/j.rechem.2022.100436
C. Chantana and J. Jaratjaroonphong, J. Org. Chem., 86, 2312 (2021); https://doi.org/10.1021/acs.joc.0c02466
B.S. Narsale, A.G. Gadhave, K.S. Raut and D.R. Thube, Polycycl. Aromat. Compd., 42, 42 (2022);https://doi.org/10.1080/10406638.2022.2108075
K. Karthikeyan and G. Sivaprasad, Org. Prep. Proced. Int., 47, 449 (2015);https://doi.org/10.1080/00304948.2015.1088755
S.U. Tekale, S.S. Shisodia, S.S. Kauthale, V.B. Jadhav, N.S. Kanhe, S.V. Bhoraskar and R.P. Pawar, Synth. Commun., 43, 1849 (2013);https://doi.org/10.1080/00397911.2012.674169
K. Selvakumar, T. Shanmugaprabha, R. Annapoorani and P. Sami, Synth. Commun., 47, 913 (2017);https://doi.org/10.1080/00397911.2017.1296159
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K.A. Chavan, M. Shukla, A. Chauhan, S. Maji, S. Bhattacharyya, G. Mali and R.D. Erande, ACS Omega, 7, 10438 (2022);https://doi.org/10.1021/acsomega.1c07258
V. Rawat, A. Vigalok, A.K. Sinha, G. Sachdeva, C.M. Srivastava, G.K. Rao, A. Kumar, M. Singh, K. Rathi, V.P. Verma, B. Yadav, A.K. Pandey and M. Vats, ACS Omega, 7, 28471 (2022); https://doi.org/10.1021/acsomega.2c03187
W. Qiang, X. Liu and T.P. Loh, ACS Sustain. Chem. Eng., 7, 8429 (2019); https://doi.org/10.1021/acssuschemeng.9b00094
S. Choudhary, K. Pandey, S. Budania and A. Kumar, Mol. Divers., 21, 155 (2017);https://doi.org/10.1007/s11030-016-9713-8
W.R. Zhu, Q. Su, X.Y. Deng, J.S. Liu, T. Zhong, S.S. Meng, J.T. Yi, J. Weng and G. Lu, Chem. Sci., 13, 170 (2021);https://doi.org/10.1039/D1SC05174A
M. Bavafa, S.M. Vahdat and S. Khaksar, J. Nano Dimens., 13, 227 (2022).
H.K. Indurthi, R. Virdi, P. Koli, D. Nageswara Rao and D.K. Sharma, Synth. Commun., 51, 139 (2021);https://doi.org/10.1080/00397911.2020.1849724
R.M.N. Kalla, J.V. John, H. Park and I. Kim, Cat. Comm., 38, 55 (2014);https://doi.org/10.1016/j.catcom.2014.08.003
S. Khaksar and S.M. Ostad, J. Fluor. Chem., 132, 937 (2011);https://doi.org/10.1016/j.jfluchem.2011.07.011
S.A.R. Mulla, A. Sudalai, M.Y. Pathan, S.A. Siddique, S.M. Inamdar, S.S. Chavan and R.S. Reddy, RSC Adv., 2, 3525 (2012);https://doi.org/10.1039/c2ra00849a
R. Pegu, K.J. Majumdar, D.J. Talukdar and S. Pratihar, RSC Adv., 4, 33446 (2014);https://doi.org/10.1039/C4RA04214J
R. Ganta, C. Madhu, A. Hymavathi and M. Ravi Kumar, Oriental J. Chem., 32, 2673 (2016).
M.G. Yaghoubi, M.G. Dekamin, E. Arefi and B. Karimi, J. Colloid Interface Sci., 505, 956 (2017);https://doi.org/10.1016/j.jcis.2017.06.055