One-pot synthesis of ferrocene-containing 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), cyclic ketones and ferrocene carboxylic acid

سال انتشار: 1397
نوع سند: مقاله ژورنالی
زبان: انگلیسی
مشاهده: 424

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شناسه ملی سند علمی:

JR_ICC-7-1_011

تاریخ نمایه سازی: 23 تیر 1398

چکیده مقاله:

Reactions of N-isocyaniminotriphenylphosphorane with a cyclic ketone in the presence of ferrocene carboxylic acid proceeded smoothly at room temperature and in neutral conditions to afford ferrocene-containing 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, 1HNMR, and 13CNMR spectra. The method offers a mild, simple, and efficient route for the preparation oreaction of N-isocyaniminotriphenylphosphorane with cyclic ketones in the presence of ferrocene carboxylic acid proceeded smoothly at room temperature and in neutral conditions to afford ferrocene-containing 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, 1HNMR, and 13CNMR spectra. f sterically congested ferrocene-containing 1,3,4-oxadiazole derivatives from cyclic ketones, N-isocyaniminotriphenylphosphorane (Ph3PNNC) and ferrocene carboxylic acid. Its ease of workup, high yields and fairy mild reaction conditions make it a useful addition to modern synthetic methodologies.

نویسندگان

Mona Ashtary

UNIVERSITY OF ZANJAN

Ali Ramazani

University of Zanjan

Morteza Rouhani

Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran

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  • A. Dömling, Chem. Rev., 2006, 106, 17-89. ...
  • M. Passerini and L. Simone, Gazz. Chim. Ital., 1921, 51, ...
  • I. Ugi, Angew. Chem. Int. Ed., 1982, 21, 810-819. ...
  • S. Scheibye, B. Pedersen and S.O. Lawesson, Bull. Soc. Chim. ...
  • M. Alamgir, D.S.C. Black and N. Kumar, in Bioactive Heterocycles ...
  • C. Gil and S. Bräse, J. Comb. Chem., 2008, 11, ...
  • F. Palacios, D. Aparicio, G. Rubiales, C. Alonso and J. ...
  • G. Hajos, I. Nagy, Curr. Org. Chem., 2008, 12, 39-58. ...
  • D. Cobridge, Studies in Inorganic Chemistry, 1995, 20. ...
  • H. Stolzenberg, B. Weinberger, W.P. Fehlhammer, F.G. Pühlhofer and R. ...
  • P. Molina, C. Conesa, A. Alías, A. Arques, M.D. Velasco, ...
  • P. Molina, M.J. Vilaplana, Synthesis, 1994, 1994, 1197-1218. ...
  • F. Palacios, C. Alonso and G. Rubiales, The Journal of ...
  • A. Souldozi, A. Ramazani, N. Bouslimani, R. Welter, Tetrahedron Lett., ...
  • A. Ramazani and A. Rezaei, Org. Lett., 2010, 12, 2852-2855. ...
  • A. Almasirad, S.A. Tabatabai, M. Faizi, A. Kebriaeezadeh, N. Mehrabi, ...
  • M.D. Mullican, M.W. Wilson, D.T. Conner, C.R. Kostlan, D.J. Schrier, ...
  • Ş.G. Küçükgüzel, E.E. Oruç, S. Rollas, F. Şahin, A. Özbek, ...
  • W.R. Tully, C.R. Gardner, R.J. Gillespie, R. Westwood, J. Med. ...
  • C.-y. Chen, C.H. Senanayake, T. J. Bill, R.D. Larsen, T.R. ...
  • B.S. Holla, R. Gonsalves, S. Shenoy, Eur. J. Med. Chem., ...
  • M.J. Crimmin, P.J. O Hanlon, N.H. Rogers, G. Walker, J. ...
  • U. Laddi, S. Desai, R. Bennur, S. Bennur, Indian J. ...
  • S.J. Dolman, F. Gosselin, P.D. O Shea, I.W. Davies, The ...
  • E. Palaska, G. Şahin, P. Kelicen, N.T. Durlu, G. Altinok, ...
  • I.R. Baxendale, S.V. Ley, M. Martinelli, Tetrahedron, 2005, 61, 5323-5349. ...
  • S. Liras, M.P. Allen, B.E. Segelstein, Synth. Commun., 2000, 30, ...
  • V.K. Tandon, R.B. Chhor, Synth. Commun., 2001, 31, 1727-1732. ...
  • S.H. Mashraqui, S.G. Ghadigaonkar, R.S. Kenny, Synth. Commun., 2003, 33, ...
  • F. Bentiss, M. Lagrenée, D. Barbry, Synth. Commun., 2001, 31, ...
  • E. Jedlovská, J. Leško, Synth. Commun., 1994, 24, 1879-1885. ...
  • A. Souldozi, A. Ramazani, Tetrahedron Lett., 2007, 48, 1549-1551. ...
  • I. Turel, Journal, 2015. ...
  • S.A. Miller, J.A. Tebboth, J.F. Tremaine, Journal of the Chemical ...
  • K.E. Dombrowski, W. Baldwin, J.E. Sheats, J. Organomet. Chem., 1986, ...
  • D.R. Van Staveren, N. Metzler-Nolte, Chem. Rev., 2004, 104, 5931-5986. ...
  • C.S. Allardyce, A. Dorcier, C. Scolaro, P.J. Dyson, Appl. Organomet. ...
  • G. Gasser, I. Ott, N. Metzler-Nolte, J. Med. Chem., 2010, ...
  • C. Biot, N. François, L. Maciejewski, J. Brocard, D. Poulain, ...
  • P. Meunier, I. Ouattara, B. Gautheron, J. Tirouflet, D. Camboli ...
  • W.C. Duivenvoorden, Y.-n. Liu, G. Schatte, H.-B. Kraatz, Inorg. Chim. ...
  • C. Baldoli, S. Maiorana, E. Licandro, G. Zinzalla, D. Perdicchia, ...
  • G. Wilkinson, Organic Syntheses, 1956, 31-31. ...
  • T. Kealy, P. Pauson, Nature, 1951, 168, 1039-1040. ...
  • A. Ramazani, N. Fattahi, M. Ashtari, A. Rezaei, S. W. ...
  • M. Ashtary, A. Ramazani, A. Kazemizadeh, N. Shajari, N. Fattahi, ...
  • M.V. Holagh, A.M. O. MAHARRAMV, M.A. O. Allahverdiyev, A. Ramazani, ...
  • A. Ramazani, N. Shajari, A.T. Mahyari, M. Khoobi, Y. Ahmadi, ...
  • A. Ramazani, F.Z. Nasrabadi, A. M. Malekzadeh, Y. Ahmadi, Monatshefte ...
  • M. Rouhani, A. Ramazani, S. W. Joo, Ultrason. Sonochem., 2015, ...
  • A. Jafari, A. Ramazani, F. Sadri, S.W. Joo, Phosphorus, Sulfur, ...
  • نمایش کامل مراجع