Recent Advances in Biginelli-type Reactions

(f)de Fátima, Â.; Braga, T.C.; Neto, L.S.; Terra, B.S.; Oliveira, B.G.; da Silva, D.L.; Modolo, L.V. A mini-review on Biginelli adducts with notable pharmacological properties. J. Adv. Res., 2015, 6(3), 363-373..
[http://dx.doi.org/10.1016/j.jare.2014.10.006] [PMID: 26257934]
(g)Heravi, M.M.; Asadi, S.; Lashkariani, B.M. Recent progress in asymmetric Biginelli reaction. Mol. Divers., 2013, 17(2), 389-407. .
[http://dx.doi.org/10.1007/s11030-013-9439-9] [PMID: 23588897]

(a)Aron, Z.D.; Overman, L.E. Total synthesis and properties of the crambescidin core zwitterionic acid and crambescidin 359. J. Am. Chem. Soc. 2005, 127(10), 3380.3390
[http://dx.doi.org/10.1021/ja042875+] [PMID: 15755156]
(b)Arnold, M.A.; Day, K.A.; Durón, S.G.; Gin, D.Y. Total synthesis of (+)- batzelladine A and (-)-batzelladine D via [4 + 2]-annulation of vinyl carbodiimides with N-alkyl imines. J. Am. Chem. Soc., 2006, 128(40), 13255.13260
[http://dx.doi.org/10.1021/ja063860+] [PMID: 17017806]
(c)Makarieva, T.N.; Tabakmaher, K.M.; Guzii, A.G.; Denisenko, V.A.; Dmitrenok, P.S.; Shubina, L.K.; Kuzmich, A.S.; Lee, H.S.; Stonik, V.A. Monanchocidins B.E: polycyclic guanidine alkaloids with potent antileukemic activities from the sponge Monanchora pulchra. J. Nat. Prod., 2011, 74(9), 1952-1958.
[http://dx.doi.org/10.1021/np200452m ] [PMID: 21848268]

(a) Lewis, R.W.; Mabry, J.; Polisar, J.G.; Eagen, K.P.; Ganem, B.; Hess, G.P. Dihydropyrimidinone positive modulation of δ-subunit-containing γ- aminobutyric acid type A receptors, including an epilepsy-linked mutant variant. Biochemistry, 2010, 49(23), 4841-4851..
[http://dx.doi.org/10.1021/bi100119t] [PMID: 20450160]
(b)Zhu, X.; Zhao, G.; Zhou, X.; Xu, X.; Xia, G.; Zheng, Z.; Wang, L.; Yang, X.; Li, S. 2,4-Diaryl-4,6,7,8-tetrahydroquinazolin-5(1H)-one derivatives as anti-HBV agents targeting at capsid assembly. Bioorg. Med. Chem. Lett., 2010, 20(1), 299-301..
[http://dx.doi.org/10.1016/j.bmcl.2009.10.119] [PMID: 19897363]
(c)Dhumaskar, K.L.; Meena, S.N.; Ghadi, S.C.; Tilve, S.G. Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/thiones and their antidiabetic activity. Bioorg. Med. Chem. Lett., 2014, 24(13), 2897- 2899..
[http://dx.doi.org/10.1016/j.bmcl.2014.04.099] [PMID: 24835627]
(d)Treptow, T.G.M.; Figueiró, F.; Jandrey, E.H.; Battastini, A.M.O.; Salbego, C.G.; Hoppe, J.B.; Taborda, P.S.; Rosa, S.B.; Piovesan, L.A.; D’Oca, C.R.M.; Russowsky, D.; D’Oca, M.G.M. Novel hybrid DHPM-fatty acids: synthesis and activity against glioma cell growth in vitro. Eur. J. Med. Chem., 2015, 95, 552-562.
[http://dx.doi.org/10.1016/j.ejmech.2015.03.062] [PMID: 25863023]
(e)Chikhale, R.; Menghani, S.; Babu, R.; Bansode, R.; Bhargavi, G.; Karodia, N.; Rajasekharan, M.V.; Paradkar, A.; Khedekar, P. Development of selective DprE1 inhibitors: design, synthesis, crystal structure and antitubercular activity of benzothiazolylpyrimidine-5-carboxamides. Eur. J. Med. Chem., 2015, 96, 30-46..
[http://dx.doi.org/10.1016/j.ejmech.2015.04.011] [PMID: 25874329]
(f)Rashid, U.; Sultana, R.; Shaheen, N.; Hassan, S.F.; Yaqoob, F.; Ahmad, M.J.; Iftikhar, F.; Sultana, N.; Asghar, S.; Yasinzai, M.; Ansari, F.L.; Qureshi, N.A. Structure based medicinal chemistry-driven strategy to design substituted dihydropyrimidines as potential antileishmanial agents. Eur. J. Med. Chem., 2016, 115, 230-244.
[http://dx.doi.org/10.1016/j.ejmech.2016.03.022 ] [PMID: 27017551]

Chikhale, R.V.; Bhole, R.P.; Khedekar, P.B.; Bhusari, K.P. Synthesis and pharmacological investigation of 3-(substituted 1-phenylethanone)-4-(substituted phenyl)-1, 2, 3, 4-tetrahydropyrimi dine-5-carboxylates. Eur. J. Med. Chem., 2009, 44(9), 3645-3653.
[http://dx.doi.org/10.1016/j.ejmech.2009.02.021 ] [PMID: 19321237]

Terracciano, S.; Lauro, G.; Strocchia, M.; Fischer, K.; Werz, O.; Riccio, R.; Bruno, I.; Bifulco, G. Structural insights for the optimization of dihydropyrimidin-2(1H)-one based mPGES-1 inhibitors. ACS Med. Chem. Lett., 2015, 6(2), 187-191.
[http://dx.doi.org/10.1021/ml500433j ] [PMID: 25699159]

Barrow, J.C.; Nantermet, P.G.; Selnick, H.G.; Glass, K.L.; Rittle, K.E.; Gilbert, K.F.; Steele, T.G.; Homnick, C.F.; Freidinger, R.M.; Ransom, R.W.; Kling, P.; Reiss, D.; Broten, T.P.; Schorn, T.W.; Chang, R.S.L.; O’Malley, S.S.; Olah, T.V.; Ellis, J.D.; Barrish, A.; Kassahun, K.; Leppert, P.; Nagarathnam, D.; Forray, C. In vitro and in vivo evaluation of dihydropyrimidinone C-5 amides as potent and selective α(1A) receptor antagonists for the treatment of benign prostatic hyperplasia. J. Med. Chem., 2000, 43(14), 2703-2718.
[http://dx.doi.org/10.1021/jm990612y ] [PMID: 10893308]

Crespo, A.; El Maatougui, A.; Biagini, P.; Azuaje, J.; Coelho, A.; Brea, J.; Loza, M.I.; Cadavid, M.I.; Mera, X.G.; Terán, H.G.; Sotelo, E. Discovery of 3,4-dihydropyrimidin-2(1H)-ones as a novel class of potent and selective A2B adenosine receptor antagonists. ACS Med. Chem. Lett., 2013, 4(11), 1031-1036.
[http://dx.doi.org/10.1021/ml400185v ] [PMID: 24900602]

El Maatougui, A.; Azuaje, J.; Gómez, M.G.; Miguez, G.; Crespo, A.; Carbajales, C.; Escalante, L.; Mera, X.G.; Terán, H.G.; Sotelo, E. Discovery of potent and highly selective A2B adenosine receptor antagonist chemotypes. J. Med. Chem., 2016, 59(5), 1967-1983.
[http://dx.doi.org/10.1021/acs.jmedchem.5b01586 ] [PMID: 26824742]

Zhu, C.; Yang, B.; Zhao, Y.; Fu, C.; Tao, L.; Wei, Y. A new insight into the Biginelli reaction: the dawn of multicomponent click chemistry? Polym. Chem., 2013, 4(21), 5395-5400.
[http://dx.doi.org/10.1039/c3py00553d]

Patil, S.R.; Choudhary, A.S.; Patil, V.S.; Sekar, N. Synthesis, optical properties, dyeing study of Dihydropyrimidones (DHPMs) skeleton: green and regioselectivity of novel Biginelli scaffold from lawsone. Fibers Polym., 2015, 16(11), 2349-2358.
[http://dx.doi.org/10.1007/s12221-015-5233-x]

Boukis, A.C.; Llevot, A.; Meier, M.A. High glass transition temperature renewable polymers via Biginelli multicomponent polymerization. Macromol. Rapid Commun., 2016, 37(7), 643-649.
[http://dx.doi.org/10.1002/marc.201500717 ] [PMID: 26800511]

Zhao, Y.; Yu, Y.; Zhang, Y.; Wang, X.; Yang, B.; Zhang, Y.; Zhang, Q.; Fu, C.; Wei, Y.; Tao, L. From drug to adhesive: a new application of poly (dihydropyrimidin-2 (1H)-one)s via the Biginelli polycondensation. Polym. Chem., 2015, 6(27), 4940-4945.
[http://dx.doi.org/10.1039/C5PY00684H]

(a) Simon, C.; Constantieux, T.; Rodriguez, J. Utilisation of 1,3dicarbonyl derivatives in multicomponent reactions. Eur. J. Org. Chem., 2004, 2004(24), 4957-4980. http://dx.doi.org/10.1002/ejoc.200400511 .
(b)Dallinger, D.; Stadler, A.; Kappe, C.O. Solid-and solution-phase synthesis of bioactive dihydropyrimidines. Pure Appl. Chem., 2004, 76(5), 1017- 1024. http://dx.doi.org/10.1351/pac200476051017.
(c)Kolosov, M.A.; Orlov, V.D.; Beloborodov, D.A.; Dotsenko, V.V. A chemical placebo: NaCl as an effective, cheapest, non-acidic and greener catalyst for Biginelli-type 3,4-dihydropyrimidin-2(1H)-ones (-thiones) synthesis. Mol. Divers., 2009, 13(1), 5-25.
[http://dx.doi.org/10.1007/s11030-008-9094-8 ] [PMID: 19082754]

(a)Dominguez, J.C.R.; Bernardi, D.; Kirsch, G. ZrCl4 or ZrOCl2 under neat conditions: optimized green alternatives for the Biginelli reaction. Tetrahedron Lett., 2007, 48(33), 5777-5780. http://dx.doi.org/10.1016/j.tetlet.2007.06.104.
(b)Su, W.; Li, J.; Zheng, Z.; Shen, Y. One-pot synthesis of dihydropyrimidiones catalyzed by strontium(II)triflate under solvent-free conditions. Tetrahedron Lett., 2005, 46(36), 6037-6040. http://dx.doi.org/10.1016/j.tetlet.2005.07.021.
(c)Ahmed, N.; van Lier, J.E. TaBr5-catalyzed Biginelli reaction: one-pot synthesis of 3, 4-dihydropyrimidin-2-(1H)-ones/thiones under solvent-free conditions. Tetrahedron Lett., 2007, 48(31), 5407-5409 http://dx.doi.org/10.1016/j.tetlet.2007.06.005.
(d)Ma, Y.; Qian, C.; Wang, L.; Yang, M. Lanthanide triflate catalyzed Biginelli reaction. one-pot synthesis of dihydropyrimidinones under solvent-free conditions. J. Org. Chem., 2000, 65(12), 3864-3868. http://dx.doi.org/10.1021/jo9919052 PMID: 10864778.
(e)Ranu, B.C.; Hajra, A.; Jana, U. Indium(III) chloride-catalyzed one-pot synthesis of dihydropyrimidinones by a three-component coupling of 1,3- dicarbonyl compounds, aldehydes, and urea: an improved procedure for the Biginelli reaction. J. Org. Chem., 2000, 65(19), 6270-6272..
[http://dx.doi.org/10.1021/jo000711f] [PMID: 10987976]
(f) Lu, J.; Bai, Y.; Wang, Z.; Yang, B.; Ma, H. One-pot synthesis of 3, 4- dihydropyrimidin-2(1H)-ones using lanthanum chloride as a catalyst. Tetrahedron Lett., 2000, 41(47), 9075-9078..
[http://dx.doi.org/10.1016/S0040-4039(00)01645-2]
(g)Dondoni, A.; Massi, A. Parallel synthesis of dihydropyrimidinones using Yb(III)-resin and polymer-supported scavengers under solvent-free conditions. A green chemistry approach to the Biginelli reaction. Tetrahedron Lett., 2001, 42(45), 7975-7978.. .
[http://dx.doi.org/10.1016/S0040-4039(01)01728-2]
(h)Tu, S.; Fang, F.; Miao, C.; Jiang, H.; Feng, Y.; Shi, D.; Wang, X. Onepot synthesis of 3, 4-dihydropyrimidin-2(1H)-ones using boric acid as catalyst. Tetrahedron Lett., 2003, 44(32), 6153-6155. .
[http://dx.doi.org/10.1016/S0040-4039(03)01466-7]
(i) Xin, J.; Chang, L.; Hou, Z.; Shang, D.; Liu, X.; Feng, X. An enantioselective biginelli reaction catalyzed by a simple chiral secondary amine and achiral brønsted acid by a dual-activation route. Chemistry, 2008, 14(10), 3177-3181,
[http://dx.doi.org/10.1002/chem.200701581] [PMID: 18246559]
(j)Chen, X.H.; Xu, X.Y.; Liu, H.; Cun, L.F.; Gong, L.Z. Highly enantioselective organocatalytic Biginelli reaction. J. Am. Chem. Soc., 2006, 128(46), 14802-14803..
[http://dx.doi.org/10.1021/ja065267y] [PMID: 17105279]
(k)Ryabukhin, S.V.; Plaskon, A.S.; Ostapchuk, E.N.; Volochnyuk, D.M.; Shishkin, O.V.; Shivanyuk, A.N.; Tolmachev, A.A. A one-step fusion of 1,3- thiazine and pyrimidine cycles Org. Lett., 2007.9(21), 4215-4218..
[http://dx.doi.org/10.1021/ol701782v] [PMID: 17850093]
(l)Kumar, A.; Maurya, R.A. An efficient bakers’ yeast catalyzed synthesis of 3, 4-dihydropyrimidin-2-(1H)-ones. Tetrahedron Lett., 2007.48(26), 4569- 4571..
[http://dx.doi.org/10.1016/j.tetlet.2007.04.130]
(m)Fu, N.Y.; Yuan, Y.F.; Cao, Z.; Wang, S.W.; Wang, J.T.; Peppe, C. Indium (III) bromide-catalyzed preparation of dihydropyrimidinones: improved protocol conditions for the Biginelli reaction. Tetrahedron, 2002.58(24), 4801-4807..
[http://dx.doi.org/10.1016/S0040-4020(02)00455-6]
(n)Cepanec, I.; Litvić, M.; Litvić, M.F.; Grüngold, I. Antimony (III) chloride-catalysed Biginelli reaction: a versatile method for the synthesis of dihydropyrimidinones through a different reaction mechanism Tetrahedron,, 2007.63(48), 11822-11827..
[http://dx.doi.org/10.1016/j.tet.2007.09.045]
(o)Bussolari, J.C.; McDonnell, P.A. A new substrate for the Biginelli cyclocondensation: direct preparation of 5-unsubstituted 3,4-dihydropyrimidin- 2(1H)-ones from a β-keto carboxylic acid. J. Org. Chem., 2000. 65(20), 6777-6779..
[http://dx.doi.org/10.1021/jo005512a] [PMID: 11052136]
(p)Bigi, F.; Carloni, S.; Frullanti, B.; Maggi, R.; Sartori, G. A revision of the Biginelli reaction under solid acid catalysis. Solvent-free synthesis of dihydropyrimidines over montmorillonite KSF. Tetrahedron Lett., 1999.40(17), 3465-3468..
[http://dx.doi.org/10.1016/S0040-4039(99)00424-4]
(q)Mitra, A.K.; Banerjee, K. Clay catalysed synthesis of dihydropyrimidinones under solvent-free conditions. Synlett, , 2003.2003(10), 1509-1511..
[http://dx.doi.org/10.1055/s-2003-40828]
(r)Li, N.; Chen, X.H.; Song, J.; Luo, S.W.; Fan, W.; Gong, L.Z. Highly enantioselective organocatalytic Biginelli and Biginelli-like condensations: reversal of the stereochemistry by tuning the 3,3′-disubstituents of phosphoric acids. J. Am. Chem. Soc., 2009, 131(42), 15301-15310.
[http://dx.doi.org/10.1021/ja905320q] [PMID: 19785440]

Jauk, B.; Pernat, T.; Kappe, C.O. Design and synthesis of a conformationally rigid mimic of the dihydropyrimidine calcium channel modulator SQ 32,926. Molecules, 2000, 5(3), 227-239.
[http://dx.doi.org/10.3390/50300227]

Ghorab, M.M.; Gawad, S.M.A.; El-Gaby, M.S.A. Synthesis and evaluation of some new fluorinated hydroquinazoline derivatives as antifungal agents. Farmaco, 2000, 55(4), 249-255.
[http://dx.doi.org/10.1016/S0014-827X(00)00029-X] [PMID: 10966155]

Abelman, M.M.; Smith, S.C.; James, D.R. Cyclic ketones and substituted α-keto acids as alternative substrates for novel Biginelli-like scaffold syntheses. Tetrahedron Lett., 2003, 44(24), 4559-4562.
[http://dx.doi.org/10.1016/S0040-4039(03)00985-7]

(a)Wang, Z.T.; Xu, L.W.; Xia, C.G.; Wang, H.Q. Novel Biginelli-like threecomponent cyclocondensation reaction: efficient synthesis of 5-unsubstituted 3, 4-dihydropyrimidin-2 (1H)-ones. Tetrahedron Lett., 2004. 45(42), 7951-7953..
[http://dx.doi.org/10.1016/j.tetlet.2004.08.107]
(b)Sabitha, G.; Reddy, K.B.; Srinivas, R.; Yadav, J.S. Iodotrimethylsilaneaccelerated onepot synthesis of 5unsubstituted 3, 4dihydropyrimidin2(1H)ones: a novel procedure for the Biginellilike cyclocondensation reaction at room temperature. Helv. Chim. Acta, 2005. 88(11), 2996-2999..
[http://dx.doi.org/10.1002/hlca.200590242]
(c)Liang, B.; Wang, X.; Wang, J.X.; Du, Z. New three-component cyclocondensation reaction: microwave-assisted one-pot synthesis of 5-unsubstituted-3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions. Tetrahedron, 2007, 63(9), 1981-1986.
[http://dx.doi.org/10.1016/j.tet.2006.12.062]

Zhang, H.; Zhou, Z.; Yao, Z.; Xu, F.; Shen, Q. Efficient synthesis of pyrimidinone derivatives by ytterbium chloride catalyzed Biginelli-type reaction under solvent-free conditions. Tetrahedron Lett., 2009, 50(14), 1622-1624.
[http://dx.doi.org/10.1016/j.tetlet.2009.01.103]

Bailey, C.D.; Houlden, C.E.; Bar, G.L.; Jones, G.C.L.; Milburn, K.I.B. A chemo- and regio-selective three-component dihydropyrimidinone synthesis. Chem. Commun. (Camb.), 2007, (28), 2932-2934.
[http://dx.doi.org/10.1039/b707361e ] [PMID: 17622435]

Singh, O.M.; Devi, N.S. Application of β-oxodithioesters in domino and multicomponent reactions: facile route to dihydropyrimidines and coumarins. J. Org. Chem., 2009, 74(8), 3141-3144.
[http://dx.doi.org/10.1021/jo802585b ] [PMID: 19301883]

Wan, J.P.; Pan, Y.J. Chemo-/regioselective synthesis of 6-unsubstituted dihydropyrimidinones, 1,3-thiazines and chromones via novel variants of Biginelli reaction. Chem. Commun. (Camb.), 2009, (19), 2768-2770.
[http://dx.doi.org/10.1039/b901112a ] [PMID: 19532949]

Kappe, C.O. A reexamination of the mechanism of the Biginelli dihydropyrimidine synthesis. Support for an N-acyliminium ion intermediate1. J. Org. Chem., 1997, 62(21), 7201-7204.
[http://dx.doi.org/10.1021/jo971010u ] [PMID: 11671828]

Folkers, K.; Johnson, T.B. Researches on pyrimidines. CXXXVI. The Mechanism of formation of tetrahydropyrimidines by the Biginelli reaction1. J. Am. Chem. Soc., 1933, 55(9), 3784-3791.
[http://dx.doi.org/10.1021/ja01336a054]

Sweet, F.; Fissekis, J.D. Synthesis of 3, 4-dihydro-2(1H)-pyrimidinones and the mechanism of the Biginelli reaction. J. Am. Chem. Soc., 1973, 95(26), 8741-8749.
[http://dx.doi.org/10.1021/ja00807a040]

De Souza, R.O.; da Penha, E.T.; Milagre, H.M.S.; Garden, S.J.; Esteves, P.M.; Eberlin, M.N.; Antunes, O.A.C. The three-component biginelli reaction: a combined experimental and theoretical mechanistic investigation. Chemistry, 2009, 15(38), 9799-9804.
[http://dx.doi.org/10.1002/chem.200900470 ] [PMID: 19670193]

Ramos, L.M.; Tobio, A.Y.P.; dos Santos, M.R.; de Oliveira, H.C.; Gomes, A.F.; Gozzo, F.C.; de Oliveira, A.L.; Neto, B.A.D. Mechanistic studies on Lewis acid catalyzed Biginelli reactions in ionic liquids: evidence for the reactive intermediates and the role of the reagents. J. Org. Chem., 2012, 77(22), 10184-10193.
[http://dx.doi.org/10.1021/jo301806n] [PMID: 23101501]

(a)Dallinger, D.; Kappe, C.O. Creating chemical diversity space by scaffold decoration of dihydropyrimidines. Pure Appl. Chem., 2005.77(1), 155-161..
[http://dx.doi.org/10.1351/pac200577010155]
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(c)Saini, A.; Kumar, S.; Sandhu, J.S. Biginelli reaction. J. Indian Chem. Soc., 2007, 84, 959-970.
(d)Phucho, I.T.; Nongpiur, A.; Tumtin, S.; Nongrum, R.; Nongkhlaw, R.L. Recent progress in the chemistry of dihydropyrimidinones. Rasayan J. Chem., 2009, 2(3), 662-676.
(e)Wan, J.P.; Liu, Y. Synthesis of dihydropyrimidinones and thiones by multicomponent reactions: strategies beyond the classical Biginelli reaction. Synthesis,, 2010.(23), 3943-3953..
[http://dx.doi.org/10.1055/s-0030-1258290]
(f)Matache, M.; Dobrota, C.; Bogdan, D.P.; Funeriu, D. Recent developments in the reactivity of the Biginelli compounds. Curr. Org. Chem., 2011, 8(3), 356-373.

Sandhu, J.S. Past, present and future of the Biginelli reaction: a critical perspective. ARKIVOC, 2012, 2012(1), 66-133.
[http://dx.doi.org/10.3998/ark.5550190.0013.103]

Nagarajaiah, H.; Mukhopadhyay, A.; Moorthy, J.N. Biginelli reaction: an overview. Tetrahedron Lett., 2016, 57(47), 5135-5149.
[http://dx.doi.org/10.1016/j.tetlet.2016.09.047]

Puripat, M.; Ramozzi, R.; Hatanaka, M.; Parasuk, W.; Parasuk, V.; Morokuma, K. The Biginelli reaction is a urea-catalyzed organocatalytic multicomponent reaction. J. Org. Chem., 2015, 80(14), 6959-6967.
[http://dx.doi.org/10.1021/acs.joc.5b00407 ] [PMID: 26066623]

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Bhuyan, P.J.; Borah, H.N.; Sandhu, J.S. Studies on uracils: an efficient method for the synthesis of novel 1-allyl-6-(1′,2′,3′-triazolyl) analogues of HEPT. J. Chem. Soc., Perkin Trans. 1, 1999, 1999(21), 3083-3084.
[http://dx.doi.org/10.1039/a906222j]

Bhuyan, P.J.; Borah, H.N.; Sandhu, J.S. Studies on uracils: a facile one-pot synthesis of pyrazolo[3, 4-d] pyrimidines. Tetrahedron Lett., 2002, 43(5), 895-897.
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Noguchi, M.; Kajigaeshi, N.S. Studies on pyridopyrimidines. I.: synthesis of pyrazolo-[3′, 4′: 4,5]pyrido[2,3-d] pyrimidine derivatives. Chem. Pharm. Bull. (Tokyo), 1986, 34(10), 3994.
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Koroniak, H.; Karwatka, P.; Cytlak, T. Photochemical behaviour of 5-perfluoroalkenyl uracils. Tetrahedron Lett., 2004, 45(29), 5767-5769.
[http://dx.doi.org/10.1016/j.tetlet.2004.04.187]

Heravi, M.M.; Talaei, B. Diketene as privileged synthon in the syntheses of heterocycles Part 1: four-and five-membered ring heterocycles. Adv. Heterocycl. Chem., 2017, 122, 43-114.
[http://dx.doi.org/10.1016/bs.aihch.2016.10.003]

Heravi, M.M.; Talaei, B. Ketenes as privileged synthons in the synthesis of heterocyclic compounds part 3: six-membered heterocycles. Adv. Heterocycl. Chem., 2016, 118, 195-291.
[http://dx.doi.org/10.1016/bs.aihch.2015.10.007]

Heravi, M.M.; Vavsari, V.F. Recent advances in application of amino acids: key building blocks in design and syntheses of heterocyclic compounds. Adv. Heterocycl. Chem., 2015, 114, 77-145.
[http://dx.doi.org/10.1016/bs.aihch.2015.02.002]

Heravi, M.M.; Talaei, B. Ketenes as privileged synthons in the syntheses of heterocyclic compounds part 2: five-membered heterocycles. Adv. Heterocycl. Chem., 2015, 114, 147-225.
[http://dx.doi.org/10.1016/bs.aihch.2015.02.001]

Heravi, M.M.; Zadsirjan, V. Recent advances in the synthesis of benzo[b]furans. Adv. Heterocycl. Chem., 2015, 117, 261-376.
[http://dx.doi.org/10.1016/bs.aihch.2015.08.003]

Heravi, M.M.; Alishiri, T. Dimethyl acetylenedicarboxylate. Adv. Heterocycl. Chem., 2014, 113, 1-66.
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