CiteScore: 1.9     h-index: 21

Document Type : Original Research Article


Dr. S.R.K. Government Arts College (Pondicherry University), Yanam, U.T of Puducherry, India


A facile, convenient, efficient, and high-yielding diastereoselective synthesis of a novel fused dihydro-1H-furo[2,3-c]pyrazole by a one-pot four-component reaction of β-keto ester, hydrazine, aromatic aldehyde and pyridinium salt in the presence of [bmIm]OH ionic liquid medium provided with excellent yields. Three new bonds (two C‒C and one C‒O), and two stereo centres are generated in a single operation. Low cost, short reaction time, excellent yield, operational simplicity, and more importantly the purification of the compounds by a non-chromatographic method make this process very significant for academic research and practical applications.

Graphical Abstract

Facile ionic liquid-mediated, multi component synthesis of dihydro-1H-furo[2,3-c]pyrazoles


Main Subjects

[1]. Schreiber S.L. Science, 2000, 287:1964
[2]. Thompson L.A. Curr. Opin. Chem. Biol., 2000, 4:324
[3]. Trost B.M., Angew. Chem., Int. Ed. Engl., 1995, 34:259
[4]. Ugi I. Pure Appl. Chem., 2001, 73:187
[5]. Dömling A. Chem. Rev., 2006, 106:17
[6]. Ramon D.J., Yus M.Angew.Chem. Int. Ed., 2005, 44:1602
[7]. Dömling A., Ugi I. Angew. Chem. Int. Ed., 2000, 39:3168
[8]. Sunderhaus J.D., Dockendorff  C., Martin S F. Org. Lett., 2007, 9:4223
[9]. Liéby-Muller F., Constantieux T.,Rodriguez J. J. Am. Chem. Soc., 2005, 127:17176
[10]. Haurena C., Gall E.L., Sengmany S., Martens T.,Troupel M. J. Org. Chem., 2010, 75:2645
[11]. Taheri E., Mirjafary Z., Saeidian H. J. Mol. Structure., 2018, 1157:418
[12]. Motamedi R., Rezanejade Bardajee G., Shakeri S. Iran. Chem. Commun., 2017, 5:442
[13]. Mirjafary Z., Saeidian H., Sadeghi A., Matloubi Moghaddam F. Cataly. Commun., 2008, 9:299
[14]. Ramin J., Jabbar K. Asian J. Green Chem., 2018, 2:318
[15]. Saeidian H., Abdoli M., Salimi R., Compt. Rendus Chim., 2013, 16:1063
[16]. Ranu B.C., Banerjee S. Org. Lett., 2005, 7:3049
[17]. Tangeti V.S., Siva Prasad G.V., Panda J., Varma R. Synth. Commun., 2016, 46:878
[18]. Tangeti V.S., Ramesh V.K., Siva Prasad G.V., Satyanarayana K.V.V.V. Synth. Commun., 2016, 46:613
[19]. Tangeti V.S., Babu K.R., Siva Prasad G.V., Ramu T., Rao C.V. J. Iran. Chem. Soc., 2018, 15:823
[20]. Tangeti V.S., Reddy B.H., Evangeline K.S. Asian. J. Chem., 2018, 30:403
[21]. Tangeti V.S., Babu K.R., Vasundhara D., Satyanarayana K.V.V.V.,Mylapalli H., Kumar K.S.P.Curr. Org. Synth., 2018, 15:267
[22]. Lees P., Higgins A.J. Equine Vet. J., 1985, 17:83
[23]. Singh N., Jabeen T., Somvanshi R.K., Sharma S., Dey S., Singh T.P. Biochem., 2004, 43:14577
[24]. Manna F., Chimenti F., Bolasco A.,  Cenicola M.L., Amico M.D., Parrillo C., Rossi, F.,  Marmo E.  Eur. J. Med. Chem., 1992, 30:633
[25]. Li-Chen C., Li-Jiau H., Jai-Sing Y., Fang-Yu L., Che-Ming T., Sheng-Chu K. Bioorg. Med. Chem. Lett., 2007, 15:1732
How to cite this manuscript: Venkata Swamy Tangeti. Facile ionic liquid-mediated, multi component synthesis of dihydro-1H-furo[2,3-c]pyrazoles.Asian Journal of Green Chemistry, 3(3) 2019, 306-321. DOI: 10.22034/ajgc.2018.142927.1090