A clean and highly efficient synthesis of oxindole substituted pyrrolo[2,3-d]Pyrimidines under ultrasound irradiation

Publish Year: 1395
نوع سند: مقاله ژورنالی
زبان: English
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JR_ICC-5-2_005

تاریخ نمایه سازی: 2 مهر 1398

Abstract:

A practical and new method for the synthesis oxindole substituted pyrrolo[2,3-d]pyrimidines by the condensation of isatin, acetophenone and 6-amino-uracil under ultrasound irradiation conditions at 60 °C was described. The reaction was developed via a sequential tandem process to afford the oxindole substituted pyrrolo[2,3-d]pyrimidines in good to excellent yields. All reactions performed efficiently under ultrasound irradiation and results were compared with conventional heating method. In this field, several types of acetophenones, amino-uracils, and isatins were rapidly changed to the corresponding derivatives. The remarkable features of the new procedure are shorter reaction time, excellent yields, cleaner reaction profile, and simple experimental and workup procedure.

Authors

Seyyedeh Cobra Azimi

University of Guilan

Kurosh Rad-Moghadam

University of Guilan

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  • B.M. Trost, Science, 1991, 254, 1471-1477. ...
  • T.L. Ho, Tandem Organic Reactions, Wiley: New York, 1992. ...
  • L.F. Tietze, F. Hautner, F. Vogtle, J. Stoddart, F.M. Shibasaki, ...
  • L.F. Tietze, U. Beifuss, Angew. Chem. Int. Ed. Engl., 1993, ...
  • L.F. Tietze, Chem. Rev., 1996, 96, 115-136. ...
  • P.J. Parsons, C.S. Penkett, A.J. Shell, Chem. Rev., 1996, 96, ...
  • R.M. McCarty, V. Bandarian, Chem. Biol., 2008, 15, 790-798. ...
  • C.E. Muller, I. Hide, J.W. Daly, K. Rothenhausler, K.J. Eger, ...
  • J. Ford, R.J. Capon, J. Nat. Prod., 2000, 63, 1527-1528. ...
  • A. Cutignano, G. Bifulco, I. Bruno, A. Casapullo, L. Gomez-Paloma, ...
  • S. Olgen, E. Akaho, D. Nebioglu, J. Enzyme Inhib. Med. ...
  • R.M. McCarty, V. Bandarian, Bioorg. Chem., 2012, 43, 15-25. ...
  • W.H. Wolberg, Biochem. Pharmacol., 1965, 14, 1921-1925. ...
  • E.M. Berman, L.M. Werbel, J. Med. Chem., 1991, 34, 479-485. ...
  • Y.H. Koh, J.H. Shim, J.L. Girardet, Z. Hong, Bioorg. Med. ...
  • K. Rao, V. Renn, Antimicrob. Agents Chemother., 1963, 161, 77-79. ...
  • S.J. Tangeda, A. Garlapati. Eur. J. Med. Chem., 2010, 45, ...
  • M.S. Mohamed, R. Kamel, S.S. Fatahal, Eur. J. Med. Chem., ...
  • S.M. Bennett, N.B. Nghe, K.K. Ogilvie, J. Med. Chem., 1990, ...
  • Z. Lian, S.D. Friis, S.D. Skrydstrup, Eur. J. Org. Chem., ...
  • A.B. Dounay, K. Hatanaka, J.J. Kodanko, M. Oestreich, L.E. Overman, ...
  • J. Xue, Y. Zhang, X. Wang, H.K. Fun, J.H. Xu, ...
  • J. Dodonova, L. Skardziute, K. Kazlauskas, S. Jursenas, S. Tumkevicius, ...
  • J.T. Gupton, E.J. Banner, A.B. Scharf, B.K. Norwood, R.P.F. Kanters, ...
  • T.J. Mason, J.P. Lorimer, Applied Sonochemistry, The Uses of Power ...
  • T.J. Mason, Ultrason. Sonochem., 2007, 14, 476-483. ...
  • T.J. Mason, D. Peters, Practical sonochemistry, second ed.; Ellis Harwood, ...
  • G. Cravotto, P. Cintas, Chem. Soc. Rev., 2006, 35, 180-196. ...
  • J.M. Lopez-Pestana, M.J. Avila-Rey, R.M. Martin-Aranda, Green Chem., 2002, 4, ...
  • D.P. Gouvea, D.O.V. Bareno, J. Bosenbecker, B.B. Drawanz, P.D. Neuenfeldt, ...
  • K. Rad-Moghadam, S.C. Azimi, Tetrahedron, 2012, 68, 9706-9712. ...
  • K. Rad-Moghadam, S.C. Azimi, J. Mol. Catal. A: Chem., 2012, ...
  • K. Rad-Moghadam, M. Sharifi-Kiasaraie, S.C. Azimi, Tetrahedron, 2012, 68, 6472-6476. ...
  • K. Rad-Moghadam, S.C. Azimi, E. Abbaspour-Gilandeh, Tetrahedron Lett., 2013, 54, ...
  • M. Dabiri, S.C. Azimi, H.R. Khavasi, A. Bazgir, Tetrahedron, 2008, ...
  • M. Dabiri, M. Baghbanzadeh, S.C. Azimi, S. Ahmadzadeh-Asl, R. Rezaei ...
  • R. Ghahremanzadeh, S.C. Azimi, N. Gholami, A. Bazgir, Chem. Pharm. ...
  • M. Dabiri, S.C. Azimi, H. Arvin-Nezhad, A. Bazgir, Heterocycles, 2008, ...
  • S.C. Azimi, H. Kefayati, Iran. J. Catal., 2013, 3, 123-128. ...
  • S.C. Azimi, Iran. J. Catal., 2014, 4, 113-120. ...
  • S.C. Azimi, Iran. J. Catal., 2013, 3, 21-26. ...
  • S.C. Azimi, K. Rad-Moghadam, Iran. Chem. Commun., 2016, 3, 356-366. ...
  • S.C. Azimi, E. Abbaspour-Gilandeh, Iran. Chem. Commun., 2016, 4, 245-255. ...
  • نمایش کامل مراجع