Abstract
One-pot synthesis of different benzochromeno-pyrazole derivatives has been reported via reaction of aldehydes, 3-methyl-1H-pyrazol-5(4H)-one and α-naphthol/β-naphthol in the presence of sulfamic acid.
Graphical Abstract
Similar content being viewed by others
References
Dömling A (2002) Recent advances in isocyanide-based multicomponent chemistry. Curr Opin Chem Biol 6: 303–313. doi:10.1016/S1367-5931(02)00328-9
Akritopoulou-Zanze I (2008) Isocyanide-based multicomponent reactions in drug discovery. Curr Opin Chem Biol 12: 324–331. doi:10.1016/j.cbpa.2008.02.004
Weber L, Illgen K, Almstetter M (1999) Discovery of new multi component reactions with combinatorial methods. Synlett 366–374. doi:10.1055/s-1999-2612
Bienayme H, Hulme C, Oddon G, Schmitt P (2000) Maximizing synthetic efficiency: multi-component transformations lead the way. Chem Eur J 6: 3321–3329. doi:10.1002/1521-3765(20000915)6:18<3321
Musonda CC, Gut J, Rosenthal PJ, Yardley V, de Souza RCC, Chibale K (2006) Application of multicomponent reactions to antimalarial drug discovery. Part 2: New antiplasmodial and antitrypanosomal 4-aminoquinoline gamma and deltalactams via a ‘catch and release’ protocol. Bioorg Med Chem 14: 5605–5615. doi:10.1016/j.bmc.2006.04.035
Lamberth C, Jeanguenat A, Cederbaum F, De Mesmaeker A, Zeller M, Kempf HJ, Zeun R (2008) Multicomponent reactions in fungicide research: the discovery of mandipropamid. Bioorg Med Chem 16: 1531–1545. doi:10.1016/j.bmc.2007.10.019
Geen GR, Evans JM, Vong AK (1996) In comprehensive heterocyclic chemistry. In: Katritzky AR, Rees CW, Scriven EFV (eds) Comprehensive heterocyclic chemistry, vol 5, 1st edn. Pergamon, New York, pp 469–500
Pozzo JL, Samat A, Guglielmetti R, Lokshin V, Minkin V (1996) Furo-fused 2H-chromenes synthesis and photochromic properties. Can J Chem 74: 1649–1659. doi:10.1139/v96-182
Ercole F, Davis TP, Evans RA (2009) Comprehensive modulation of naphthopyran photochromism in a rigid host matrix by applying polymer conjugation. Macromolecule 42: 1500–1511. doi:10.1021/ma801947d
El-Saghier AMM, Naili MB, Rammash BK, Saleh NA, Kreddan KM (2007) Synthesis and antibacterial activity of some new fused chromenes. Arkivoc 16: 83–91
Kimura S, Ishige S, Kobayashi T (1972) US patent 3697540
Abunada NM, Hassaneen HM, Samaha AMSA, Miqdad OA (2009) Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives. J Braz Chem Soc 20: 975–987. doi:10.1590/S0103-50532009000500024
Heravi MM, Baghernejad B, Oskooie HA (2009) A novel three-component reaction for the synthesis of N-cyclohexyl-3-aryl-quinoxaline-2-amines. Tetrahedron Lett 50: 767–769. doi:10.1016/j.tetlet.2008.11.123
Heravi MM, Baghernejad B, Oskooie HA, Hekmatshoar R (2008) A novel and facile synthesis of 2-(cyclohexylamino)-6,7-dihydro-3-aryl-1Hindole-4(5H)-ones via a one-pot multi-component reaction. Tetrahedron Lett 49: 6101–6103. doi:10.1016/j.tetlet.2008.08.012
Saeedi M, Heravi MM, Beheshtiha YS, Oskooie HA (2010) One-pot three-component synthesis of the spiroacenaphthylene derivatives. Tetrahedron 66: 5345–5348. doi:10.1016/j.tet.2010.05.067
Heravi MM, Alinejhad H, Bakhtiari K, Oskooie HA (2010) Sulfamic acid catalyzed solvent-free synthesis of 10-aryl-7,7-dimethyl-6,7,8,10-tetrahydro-9H-[1,3]-dioxolo[4,5-b]xanthen-9-ones and 12-aryl-9, 9-dimethyl-8, 9, 10, 12-tetrahydro-11H-benzo[ a]xanthen-11-ones. Mol Divers. doi:10.1007/s11030-009-9196-y
Heravi MM, Baghernejad B, Oskooie HA (2009) Application of sulfamic acid in organic synthesis—a short review. Curr Org Chem 13: 1002–1014. doi:10.2174/138527209788680790
Author information
Authors and Affiliations
Corresponding author
Electronic Supplementary Material
The Below is the Electronic Supplementary Material.
Rights and permissions
About this article
Cite this article
Heravi, M.M., Saeedi, M., Beheshtiha, Y.S. et al. One-pot synthesis of benzochromeno-pyrazole derivatives. Mol Divers 15, 239–243 (2011). https://doi.org/10.1007/s11030-010-9263-4
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11030-010-9263-4