Efficient one-pot synthesis of novel and diverse furo[2,3-d ]pyrimidinediones and thioxofuro[2,3-d ]pyrimidineones by the rhodium (II) pivalate-catalyzed reactions of cyclic diazo compounds
A spectral deciphering the perturbation of model transporter protein (HSA) by antibacterial pyrimidine derivative: Pharmacokinetic and biophysical insights
Suryawanshi VD, Anbhule PV, Gore AH, Patil SR, Kolekar GB (2013) A spectral deciphering the perturbation of model transporter protein (HSA) by antibacterial pyrimidine derivative: pharmacokinetic and biophysical insights. J Photoch Photobio B 118:1-8. doi: 10.1016/j.jphotobiol.2012.09.010
Matulenko MA, Paight ES, Frey RR, Gomtsyan A, DiDomenico S et al (2007) 4-Amino-5-aryl-6-arylethynylpyrimidines: structure-activity relationships of non-nucleoside adenosine kinase inhibitors. Bioorg Med Chem 15:1586-1605. doi: 10.1016/j.bmc.2006.12.029
Regioselective synthesis and antiviral activity of purine nucleoside analogues with acyclic substituents at N7
10.1002/anie.199405621 10.1002/anie.199405621
Jähne G, Kroha H, Müller A, Helsberg M, Winkler I, Gross G, Scholl T (1994) Regioselective synthesis and antiviral activity of purine nucleoside analogues with acyclic substituents at N7. Angew Chem Int Ed Engl 33:562-563. doi: 10.1002/anie.199405621
Dang Q, Liu Y, Erion MD (1999) Efficient synthesis of purines and purine nucleosides via an inverse electron demand Diels-Alder reaction. J Am Chem Soc 121:5833-5834. doi: 10.1021/ja9842316
Synthesis and study of 2-substituted-4-methyl-5,6-dihydrofuro[2,3-d ]pyrimidines as possible antimalarial agents III
1:CAS:528:DyaL38Xktlyqs74%3D
Sanghavi DS, Chaudhari DT, Gudadhe PP (1981) Synthesis and study of 2-substituted-4-methyl-5,6-dihydrofuro[2,3-d ]pyrimidines as possible antimalarial agents III. Bull Falkine Insti 9:51-54
Synthesis and evaluation of a classical 2,4-diamino-5-substitutedfuro[2, 3-d ]pyrimidine and a 2-amino-4-oxo-6-substitutedpyrrolo[2,3-d ]pyrimidine as antifolates
Gangjee A, Yang J, McGuire JJ, Kisliuk RL (2006) Synthesis and evaluation of a classical 2,4-diamino-5-substitutedfuro[2,3-d ]pyrimidine and a 2-amino-4-oxo-6-substitutedpyrrolo[2,3-d ]pyrimidine as antifolates. Bioorg Med Chem 14:8590-8598. doi: 10.1016/j.bmc.2006.08.029
Gangjee A, Zeng Y, McGuire JJ, Kisliuk RL (2005) Synthesis of classical, four-carbon bridged 5-substituted furo[2,3-d ]pyrimidine and 6-substituted pyrrolo[2,3-d ]pyrimidine analogues as antifolates. J Med Chem 48:5329-5336. doi: 10.1021/jm058213s
Gibson CL, Huggan JK, Kennedy A, Kiefer L, Lee J et al (2009) Diversity oriented syntheses of fused pyrimidines designed as potential antifolates. Org Biomol Chem 7:1829-1842. doi: 10.1039/b818339b
Antitumor activity of 6-(cyclohexylamino)-1,3-dimethyl-5(2-pyridyl) furo[2,3-d ]pyrimidine-2,4 (1H,3 H) -dione and its Ti(iv), Zn(ii), Fe(iii), and Pd(ii) complexes on K562 and Jurkat cell lines
doi: 10.1155/2008/501021
Shabani F, Ghammamy S, Mehrani K, Teimouri MB, Soleimani M, Kaviani S (2008) Antitumor activity of 6-(cyclohexylamino)-1,3-dimethyl-5(2-pyridyl) furo[2,3- d ]pyrimidine-2,4 (1 H,3 H) -dione and its Ti(iv), Zn(ii), Fe(iii), and Pd(ii) complexes on K562 and Jurkat cell lines. Bioinorg Chem Appl 1-5: doi: 10.1155/2008/501021
Effect of C9-methyl substitution and C8-C9 conformational restriction on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d ]pyrimidines
Gangjee A, Zeng Y, McGuire JJ, Kisliuk RL (2000) Effect of C9-methyl substitution and C8-C9 conformational restriction on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d ]pyrimidines. J Med Chem 43:3125-3133. doi: 10.1021/jm000130i
Comparison of ternary crystal complexes of F31 variants of human dihydrofolate reductase with NADPH and a classical antitumor furopyrimidine
1:CAS:528:DyaK1cXjs1WksbY%3D
Cody V, Galitsky N, Luft JR, Pangborn W, Blakley RL, Gangjee A (1998) Comparison of ternary crystal complexes of F31 variants of human dihydrofolate reductase with NADPH and a classical antitumor furopyrimidine. Anti-cancer Drug Des 13:307-315
Amblard F, Aucagne V, Guenot P, Schinazi RF, Agrofoglio LA (2005) Synthesis and antiviral activity of novel acyclic nucleosides in the 5-alkynyl- and 6-alkylfuro[2,3- d ]pyrimidine series. Bioorg Med Chem 13:1239-1248. doi: 10.1016/j.bmc.2004.11.057
Synthesis and antiviral and cytostatic evaluations of the new C-5 substituted pyrimidine and furo[2,3-d ]pyrimidine 4 ′,5 ′ -didehydro-L-ascorbic acid derivatives
Gazivoda T, Šokčević M, Kralj M, Šuman L, Pavelić K, De Clercq E, Andrei G, Snoeck R, Balzarini J, Mintas M, Raić-Malić S (2007) Synthesis and antiviral and cytostatic evaluations of the new C-5 substituted pyrimidine and furo[2,3-d ]pyrimidine 4 ′,5 ′ -didehydro-L-ascorbic acid derivatives. J Med Chem 50:4105-4112. doi: 10.1021/jm070324z
Synthesis and antiviral evaluation of 6-(alkyl-heteroaryl)furo[2,3-d ]pyrimidin-2(3 H) -one nucleosides and analogues with ethynyl, ethenyl, and ethyl spacers at C6 of the furopyrimidine core
Robins MJ, Nowak I, Rajwanshi VK, Miranda K, Cannon JF, Peterson MA, Andrei G, Snoeck R, De Clercq E, Balzarini J (2007) Synthesis and antiviral evaluation of 6-(alkyl-heteroaryl)furo[2,3-d ]pyrimidin-2(3 H) -one nucleosides and analogues with ethynyl, ethenyl, and ethyl spacers at C6 of the furopyrimidine core. J Med Chem 50:3897-3905. doi: 10.1021/jm070210n
Fused pyrimidines. Part iii: Synthesis and antimicrobial activity of some furopyrimidines and imidazopyrazolopyrimidine
Bhuiyan MMH, Rahman KMM, Hossain MI, Naser MA, Shumi W (2005) Fused pyrimidines. Part iii: synthesis and antimicrobial activity of some furopyrimidines and imidazopyrazolopyrimidine. J Appl Sci Res 1:218-222
Hossain MI, Bhuiyan MMH (2009) Synthesis and antimicrobial activities of some new thieno and furopyrimidine derivatives. J Sci Res 1:317-325. doi: 10.3329/jsr.v1i2.2299
Synthesis and pharmacological activities of some 3-substituted thienopyrimidin-4-one-2-thiones
doi: 10.1016/0223-5234(90)90128-P
Cannito A, Perrissin M, Luu-Duc C, Huguet F, Gaultier C, Narcisse G (1990) Synthesis and pharmacological activities of some 3-substituted thienopyrimidin-4-one-2-thiones. Eur J Med Chem 25:635-639. doi: 10.1016/0223-5234(90)90128-P
Otter BA, Saluja SS, Fox JJ (1972) Pyrimidines. xii. A propargyl claisen rearrangement in the pyrimidine series. Synthesis of furo- and pyrano[3,2-d ]pyrimidines. J Org Chem 37:2858-2863. doi: 10.1021/jo00983a014
Structure-based design of novel Chk1 inhibitors: Insights into hydrogen bonding and protein-ligand affinity
doi: 10.1021/jm049022c
Foloppe N, Fisher LM, Howes R, Kierstan P, Potter A, Robertson AGS, Surgenor AE (2005) Structure-based design of novel Chk1 inhibitors: insights into hydrogen bonding and protein-ligand affinity. J Med Chem 48:4332-4345. doi: 10.1021/jm049022c
Liu Z, Li D, Li S, Bai D, He X, Hu Y (2007) Synthesis of novel 5,6-substituted furo[2,3-d ]pyrimidines via Pd-catalyzed cyclization of alkynylpyrimidinols with aryl iodides. Tetrahedron 63:1931-1936. doi: 10.1016/j.tet.2006.12.077
Miyazaki Y, Maeda Y, Sato H, Nakano M, Mellor GW (2008) Rational design of 4-amino-5,6-diaryl-furo[2,3-d ]pyrimidines as potent glycogen synthase kinase-3 inhibitors. Bioorg Med Chem Lett 18:1967-1971. doi: 10.1016/j.bmcl.2008.01.113
Jiao XY, Kopecky DJ, Liu J, Liu J, Juan JC, Cardozo MG, Sharma R, Walker N, Wesche H et al (2012) Synthesis and optimization of substituted furo[2,3-d ]-pyrimidin-4-amines and 7 H -pyrrolo[2,3-d ]pyrimidin-4-amines as ACK1 inhibitors. Bioorg Med Chem Let 22:6212-6217. doi: 10.1016/j.bmcl.2012.08.020
Mohamed AMAH, Elkazak AM, Sead MH, Mohamed OF (2012) Synthesis of some new pyrazolylfuropyrimidinethiones and triazolofuropyrimidinethiones. Eur J Chem 3:273-278. doi: 10.5155/eurjchem.3.3.273-278.605
Hayakawa M, Kaizawa H, Moritomo H, Koizumi T, Ohishi T, Yamano M, Okada M et al (2007) Synthesis and biological evaluation of pyrido[3',2':4,5]furo [3,2-d ]pyrimidine derivatives as novel PI3 kinase p110 α inhibitors. Bioorg Med Chem Let 17:2438-2442. doi: 10.1016/j.bmcl.2007.02.032
Efficient palladium-mediated or base-induced 5- endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: Conventional and microwave-assisted synthesis of novel furo[2,3-d ]pyrimidines
Kraljević TG, Bistrović A, Dedić M, Pavelić SK, Sedić M, Raić-Malić S (2012) Efficient palladium-mediated or base-induced 5- endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: conventional and microwave-assisted synthesis of novel furo[2,3-d ]pyrimidines. Tetrahedron Lett 53:5144-5147. doi: 10.1016/j.tetlet.2012.07.068
Fresneau N, Hiebel M-A, Agrofoglio LA, Berteina-Raboin S (2012) One-pot Sonogashira-cyclization protocol to obtain substituted furopyrimidine nucleosides in aqueous conditions. Tetrahedron Lett 53:1760-1763. doi: 10.1016/j.tetlet.2012.01.106
Vinosha B, Perumal S, Renuga S, Almansour AI (2012) A facile domino protocol for the stereoselective synthesis of trans-2,3-dihydrobenzofurans and cis-5,6-dihydrofuro[2,3-d ]pyrimidines. Tetrahedron Lett 53:962-966. doi: 0.1016/j.tetlet.2011.12.047
Kobayashi K, Tanaka H, Tanaka K, Yoneda K, Morikawa O, Konishi H et al (2000) One-step synthesis of furo[2,3-d ]pyrimidine-2,4 (1 H, 3 H) -diones using the can-mediated furan ring formation. Synth Commun 30:4277-4291. doi: 10.1080/00397910008087050
A facile synthesis of 1,4-bis(furo[2,3-d ]pyrimidine-2,4(1 H,3 H) -dione-5-yl)benzenes by one-pot reaction of isocyanides, N, N ′ -dimethylbarbituric acid, and terephthaldialdehyde
Teimouri MB, Bazhrang R (2006) A facile synthesis of 1,4-bis(furo[2,3-d ]pyrimidine-2,4(1 H,3 H) -dione-5-yl)benzenes by one-pot reaction of isocyanides, N, N ′ -dimethylbarbituric acid, and terephthaldialdehyde. Bioorg Med Chem Lett 16:3697-3701. doi: 10.1016/j.bmcl.2006.04.065
Bayat M, Shiraz NZ, Hosseini SH (2010) A novel approach for the synthesis of furopyrimidine and oxobenzofuran derivatives. Helv Chim Acta 93:2189-2193. doi: 10.1002/hlca.201000029
Efficient synthesis of five- and seven-membered-ring heterocycles by rhodium(II)-catalyzed [3+2] and [3+4] cycloaddition of diazodicarbonyl compounds with conjugated dienes
doi: 10.1002/ejoc.200400452
Lee YR, Hwang JC (2005) Efficient synthesis of five- and seven-membered-ring heterocycles by rhodium(II)-catalyzed [3+2] and [3+4] cycloaddition of diazodicarbonyl compounds with conjugated dienes. Eur J Org Chem 1568-1577: doi: 10.1002/ejoc.200400452
Efficient synthesis of dihydrofurans and furans by rhodium(II)-catalyzed reactions of cyclic diazodicarbonyl compounds
doi: 10.1016/S0040-4020(02)00118-7
Lee YR, Suk JY (2002) Efficient synthesis of dihydrofurans and furans by rhodium(II)-catalyzed reactions of cyclic diazodicarbonyl compounds. Tetrahedron 58:2359-2367. doi: 10.1016/S0040-4020(02)00118-7
Lee YR, Suk JY (2000) Efficient synthesis of phenalenone derivatives by rhodium(II)-catalyzed reactions. Tetrahedron Lett 41:4795-4799. doi: 10.1016/S0040-4039(00)00716-4
Rhodium(II)-catalyzed reactions of 3-diazo-2,4-chromenediones. First one-step synthesis of pterophyllin 2
doi: 10.1016/S0040-4039(99)01317-9
Lee YR, Suk JY, Kim BS (1999) Rhodium(II)-catalyzed reactions of 3-diazo-2,4-chromenediones. First one-step synthesis of pterophyllin 2. Tetrahedron Lett 40:6603-6607. doi: 10.1016/S0040-4039(99)01317-9
Novel method for the synthesis of β -substituted α -haloenones by rhodium(II)-catalyzed reactions of diazodicarbonyl compounds with benzyl halides
doi: 10.1016/S0040-4039(01)01345-4
Lee YR, Kim DH (2001) Novel method for the synthesis of β -substituted α -haloenones by rhodium(II)-catalyzed reactions of diazodicarbonyl compounds with benzyl halides. Tetrahedron Lett 42:6561-6563. doi: 10.1016/S0040-4039(01)01345-4
Lee YR, Cho BS, Kwon HJ (2003) A convenient and efficient preparation of β -substituted α -haloenones from diazodicarbonyl compounds. Tetrahedron 59:9333-9347. doi: 10.1016/j.tet.2003.09.087
Pirrung MC, Lee YR (1995) Total synthesis and absolute configuration of pseudosemiglabrin, a platelet aggregation antagonist, and its diastereomer semiglabrin. J Am Chem Soc 117:4814-4821. doi: 10.1021/ja00122a011
Hydroxy direction of the rhodium-mediated carbenoids with vinyl ethers
doi: 10.1039/C39950000673
Pirrung MC, Lee YR (1995) Hydroxy direction of the rhodium-mediated carbenoids with vinyl ethers. J Chem Soc Chem Commun 673-674: doi: 10.1039/C39950000673
Facile synthesis of novel CF 3 -substituted ring-fused furo[2,3-c ]pyrazoles through Rh 2 (OAc) 4 catalyzed [3+2] cycloaddition of 4-diazo-1-phenyl-3-(trifluoromethyl)-1 H -pyrazol-5(4 H) -one with aromatic alkynes
Zhang Z, Han J, Zhu S (2011) Facile synthesis of novel CF 3 -substituted ring-fused furo[2,3-c ]pyrazoles through Rh 2 (OAc) 4 catalyzed [3+2] cycloaddition of 4-diazo-1-phenyl-3-(trifluoromethyl)-1 H -pyrazol-5(4 H) -one with aromatic alkynes. Tetrahedron 67:8496-8501. doi: 10.1016/j.tet.2011.09.007
DeAngelis A, Dmitrenko O, Fox JM (2012) Rh-catalyzed intermolecular reactions of cyclic α -diazocarbonyl compounds with selectivity over tertiary C-H bond migration. J Am Chem Soc 134:11035-11043. doi: 10.1021/ja3046712