Polyethylene Glycol (PEG-400) as an Efficient and Recyclable Reaction Medium for One-Pot Synthesis of Substituted Pyrroles Under Catalyst-Free Conditions

Tulam Vijaya Kumar; Ch. Rama Koteswara Rao; K. Mukkanti; Prathama S. Mainkar

doi:10.14233/ajchem.2015.18334

Issue

Vol. 27 No. 4 (2015): Vol 27 Issue 4

Issue Published : February 4, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Polyethylene Glycol (PEG-400) as an Efficient and Recyclable Reaction Medium for One-Pot Synthesis of Substituted Pyrroles Under Catalyst-Free Conditions

https://doi.org/10.14233/ajchem.2015.18334

Tulam Vijaya Kumar

Evolva Biotech Private Limited, TICEL Bio Park Limited, Taramani, Chennai-600 113, India

Ch. Rama Koteswara Rao

Evolva Biotech Private Limited, TICEL Bio Park Limited, Taramani, Chennai-600 113, India

K. Mukkanti

Centre for Chemical Sciences and Technology, Institute of Science and Technology, Jawaharlal Nehru Technological University-Hyderabad, Kukatpally, Hyderabad-500 085, India

Prathama S. Mainkar

Evolva Biotech Private Limited, TICEL Bio Park Limited, Taramani, Chennai-600 113, India

Corresponding Author(s) : Tulam Vijaya Kumar

vijaykumar.thulam@gmail.com

Asian Journal of Chemistry, Vol. 27 No. 4 (2015): Vol 27 Issue 4
Article Published : February 4, 2015

Abstract

Polyethylene glycol (PEG-400) was found to be an effective and nontoxic reaction medium for the one-pot synthesis of substituted pyrroles under catalyst-free conditions in excellent yields. Environmental acceptability, low cost, high yields and recyclability of the polyethylene glycol are the important features of this protocol.

Keywords

Pyrroles Aniline Nitrostyrene Acetyl acetone Polyethylene glycol Catalyst-free conditions

Vijaya Kumar, T., Rama Koteswara Rao, C., Mukkanti, K., & S. Mainkar, P. (2015). Polyethylene Glycol (PEG-400) as an Efficient and Recyclable Reaction Medium for One-Pot Synthesis of Substituted Pyrroles Under Catalyst-Free Conditions. Asian Journal of Chemistry, 27(4), 1457–1461. https://doi.org/10.14233/ajchem.2015.18334

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References

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7 R.W. Bürli, D. McMinn, J.A. Kaizerman, W. Hu, Y. Ge, Q. Pack, V. Jiang, M. Gross, M. Garcia, R. Tanaka and H.E. Moser, Bioorg. Med. Chem. Lett., 14, 1253 (2004); doi:10.1016/j.bmcl.2003.12.042.
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V.S. Matiychuk, R.L. Martyak, N.D. Obushak, Y.V. Ostapiuk and N.I. Pidlypnyi, Chem. Heterocycl. Compd., 40, 1218 (2004); doi:10.1023/B:COHC.0000048299.17625.7f.
J.M. Manley, M.J. Kalman, B.G. Conway, C.C. Ball, J.L. Havens and R. Vaidyanathan, J. Org. Chem., 68, 6447 (2003); doi:10.1021/jo034304q.
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G.R. Reddy, T.R. Reddy, S.C. Joseph, K.S. Reddy, L.S. Reddy, P.M. Kumar, G.R. Krishna, C.M. Reddy, D. Rambabu, R. Kapavarapu, C. Lakshmi, T. Meda, K.K. Priya, K.V.L. Parsa and M. Pal, Chem. Commun., 47, 7779 (2011); doi:10.1039/c1cc12321a.
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References

D.L. Boger, C.W. Boyce, M.A. Labroli, C.A. Sehon and Q. Jin, J. Am. Chem. Soc., 121, 54 (1999); doi:10.1021/ja982078+.

J.M. Muchowski, Adv. Med. Chem., 1, 109 (1992).

M. Biava, R. Fioravanti, G.C. Porretta, D. Deidda, C. Maullu and R. Pompei, Bioorg. Med. Chem. Lett., 9, 2983 (1999); doi:10.1016/S0960-894X(99)00510-7.

W.A. Denny, G.W. Rewcastle and B.C. Baguley, J. Med. Chem., 33, 814 (1990); doi:10.1021/jm00164a054.

E. Toja, D. Selva and P. Schiatti, J. Med. Chem., 27, 610 (1984); doi:10.1021/jm00371a010.

V.J. Demopoulos and E. Rekka, J. Pharm. Sci., 84, 79 (1995); doi:10.1002/jps.2600840119.

7 R.W. Bürli, D. McMinn, J.A. Kaizerman, W. Hu, Y. Ge, Q. Pack, V. Jiang, M. Gross, M. Garcia, R. Tanaka and H.E. Moser, Bioorg. Med. Chem. Lett., 14, 1253 (2004); doi:10.1016/j.bmcl.2003.12.042.

J. Lehuédé, B. Fauconneau, L. Barrier, M. Ourakow, A. Piriou and J.-M. Vierfond, Eur. J. Med. Chem., 34, 991 (1999); doi:10.1016/S0223-5234(99)00111-7.

M. Del Poeta, W.A. Schell, C.C. Dykstra, S. Jones, R.R. Tidwell, A. Czarny, M. Bajic, A. Kumar, D. Boykin and J.R. Perfect, Antimicrob. Agents Chemother., 42, 2495 (1998).

M. Lazerges, K.I. Chane-Ching, S. Aeiyach, S. Chelli, B. Peppin-Donnat, M. Billon, C. Lombard, F. Maurel and M. Jouini, J. Solid State Electrochem., 13, 231 (2009); doi:10.1007/s10008-008-0549-8.

B. Kiskan, A. Akar, N. Kizilcan and B. Ustamehmetoglu, J. Appl. Polym. Sci., 96, 1830 (2005); doi:10.1002/app.21069.

A. Hantzsch, Ber. Dtsch. Chem. Ges., 23, 1474 (1890); doi:10.1002/cber.189002301243.

V.S. Matiychuk, R.L. Martyak, N.D. Obushak, Y.V. Ostapiuk and N.I. Pidlypnyi, Chem. Heterocycl. Compd., 40, 1218 (2004); doi:10.1023/B:COHC.0000048299.17625.7f.

J.M. Manley, M.J. Kalman, B.G. Conway, C.C. Ball, J.L. Havens and R. Vaidyanathan, J. Org. Chem., 68, 6447 (2003); doi:10.1021/jo034304q.

G. Minetto, L.F. Raveglia, A. Sega and M. Taddei, Eur. J. Org. Chem., 5277 (2005); doi:10.1002/ejoc.200500387.

S. Maiti, S. Biswas and U. Jana, J. Org. Chem., 75, 1674 (2010); doi:10.1021/jo902661y.

G.R. Reddy, T.R. Reddy, S.C. Joseph, K.S. Reddy, L.S. Reddy, P.M. Kumar, G.R. Krishna, C.M. Reddy, D. Rambabu, R. Kapavarapu, C. Lakshmi, T. Meda, K.K. Priya, K.V.L. Parsa and M. Pal, Chem. Commun., 47, 7779 (2011); doi:10.1039/c1cc12321a.

V. Estévez, M. Villacampa and J.C. Menéndez, Chem. Soc. Rev., 39, 4402 (2010); doi:10.1039/b917644f.

Issue

Vol. 27 No. 4 (2015): Vol 27 Issue 4

Polyethylene Glycol (PEG-400) as an Efficient and Recyclable Reaction Medium for One-Pot Synthesis of Substituted Pyrroles Under Catalyst-Free Conditions

Corresponding Author(s) : Tulam Vijaya Kumar

Abstract

Keywords

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