Open access


Synthesis of methyl 4H-furo[3,2-b]pyrrole-5-carboxylate is taken place in two step synthesis. Vilsmeier-Haack reaction of 4H-furo[3,2-b]pyrrole-5-carboxylate 1 led to methyl 2-formyl-4H-furo[3,2- b]pyrrole-5-carboxylate 4, which served as starting compound for synthesis of furo[3,2-b]pyrrole-2- aldoxime 5 and methyl 2-[(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-4H-furo[3,2-b]pyrrole-5- carboxylate 7. The hydrazinolysis of 1 was prepared by carbohydrazide 2, which subsequently reacted with aldehydes to form of derivatives 3. Pyrazole derivatives 11 were prepared by the reaction of azlactone 9 with derivatives 10. Reactions were carried out under microwave irradiation or at classical heating.

If the inline PDF is not rendering correctly, you can download the PDF file here.

  • GAJDOŠ P. PAVLÍKOVÁ S. BUREŠ F. KRUTOŠÍKOVÁ A.: 2-[3- (Trifluoromethyl)phenyl]furo[32-b]pyrroles: Synthesis and reactions. Cent. Eur. J.Chem. 3 2005 311-325.

  • GAŠPAROVÁ R. MONCMAN M. HORVÁTH B.: Microwave assisted reactions of 2-[3-(trifluoromethyl)phenyl]-4-R1-furo[32-b]pyrrole-5-carboxhydrazides.Cent. Eur. J. Chem. 6 2007 180-187.

  • GAŠPAROVÁ R. ZBOJEK D. LÁCOVÁ M. KRÁĽOVÁ K. GATIAL A. HORVÁTH B. KRUTOŠÍKOVÁ A.: Reactions of substituted furo[32- b]pyrrole-5-carboxhydrazides and their biological activity. Cent. Eur. J. Chem. 3(4) 2005 622-646.

  • GORUGANTULA P. S. MARTÍNEZ-CARRERO M. G. DANTALE W. S. SÖDERBERG C. G. B.: Palladium-catalyzed reductive N-heterocyclization of alkenyl-substituted nitroarenes as a viable method for the preparation of bicyclic pyrrolofused heteroaromatic compounds. Tetrahedron 66 2010 1800-1805.

  • JORDÃO K.A. SATHLER C. P. FERREIRA F.V. CAMPOS R. V. DE SOUZA C.B.V.M. CASTRO C.H. LANNES A. LOURENCO A. RODRIGUES R. C. BELLO L. M. LOURENCO C.S.M. CALVALHO S.L.G. ALMEIDA C.B.M CUNHA C.A.: Synthesis antitubercular activity and SAR study of N-substitutedphenylamino-5-methyl-1H-123-triazole-4-carbohydrazides. Bioorg. Med. Chem. 19 2011 5605-5611.

  • KRUTOŠÍKOVÁ A. DANDÁROVÁ M. ALFÖLDI J.: Synthesis and reactions of furo[32-b]pyrrole type aldehydes. Coll. Czech. Chem. Commun. 58 1993 2139-2149.

  • KRUTOŠÍKOVÁ A. DANDÁROVÁ M. ALFÖLDI J.: Substituted vinyl azides in the synthesis of condensed nitrogen heterocycles. Chem. Papers 48 1994 268-273.

  • PIECZONKA M. A. STRZELCZYK A. SADOWSKA B. MLOSTOŃ G. STACZEK P.: Synthesis and evaluation of antimicrobial activity of hydrazones derived from 3-oxido-1H-imidazole-4-carbohydrazides. Eur. J. Med. Chem. 64 2013 389-395.

  • PUTEROVÁ Z. STERK H. KRUTOŠÍKOVÁ A.: Reaction of substituted furan-2- carboxaldehydes and furo[b]pyrrole type aldehydes with hippuric acid. Molecules 9 2004 11-21.

  • TELVEKAR N. V. BELUBBI A. BAIRWA K.V. SATARDEKAR. K.: Novel N′- benzylidene benzofuran-3-carbohydrazide derivatives as antitubercular and antifungal agents. Bioorg. Med. Chem. Lett. 22 2012 2343-2346.

  • ULLOORA S. SHABARAYA R. RANGANATHAN R. ADHIKARI V.A.: Synthesis anticonvulsant and anti-inflammatory studies of new 14- dihydropyridin-4-yl-phenoxyacetohydrazones. Eur. J. Med. Chem. 70 2013 341-349.

Journal information
Impact Factor

CiteScore 2018: 0.68

SCImago Journal Rank (SJR) 2018: 0.173
Source Normalized Impact per Paper (SNIP) 2018: 0.288

All Time Past Year Past 30 Days
Abstract Views 0 0 0
Full Text Views 302 129 3
PDF Downloads 106 49 1