How to cite this paper
Vishwakarma, J., Khanikar, S., Kalita, U., Kaping, S & Ray, M. (2018). Ultrasound assisted synthesis of 1-amino-3-ferrocenyl-3-oxoprop-1-enes.Current Chemistry Letters, 7(2), 35-44.
Refrences
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2 Miller S. A., Tebboth J. A., and Tremaine J. F. (1952) Dicyclopentadienyliron. J. Chem. Soc., 74, 632-635.
3 Bunting H. E., Green M. L. H., Marder S. R., and Thompson M. E. (1992) The synthesis of ferrocenyl compounds with second-order optical non-linearities. Polyhedron, 11 (12) 1489-1499.
4 Sarhan A. A. O., and Izumi T. (2003) Design and synthesis of new functional compounds related to ferrocene bearing heterocyclic moieties: A new approach towards electron donor organic materials. J. Organomet. Chem., 675 (1-2) 1-12.
5 Jin-Peng Z., Jie D., Ning M., Bo J., Li-Chun X., and Shu-Jiang T. (2013) Microwave-assisted aqueous synthesis of 6-ferrocenyl pyridin-2(1H)-one derivative. J. Heterocycl. Chem., 50 (1) 66-70.
6 Wei C-W., Peng Y., Zhang L., Huang Q., Cheng M., Liu Y-N., and Li J. (2011) Synthesis and evaluation of ferrocenoyl pentapeptide (Fc-KLVFF) as an inhibitor of Alzheimer’s Aβ1–42 fibril formation in vitro. Bioorg. Med. Chem. Lett., 21 (19) 5818-5821.
7 Domarle O., Blampain G., Agnaniet H., Nzadiyabi T., Lebibi J., Brocard J., Maciejewski L., Biot C., Georges A. J., and Millet P. (1998) In vitro antimalarial activity of a new organometallic analog, ferrocene-chloroquine. Antimicrob. Agents Chemother., 42 (3) 540-544.
8 Chim P., Lim P., Sem R., Nhem S., Maciejewski L., and Fandeur T. (2004) The in-vitro antimalarial activity of ferrochloroquine, measured against Cambodian isolates of Plasmodium falciparum. Trop. Med. Parasitol., 98 (4) 419-424.
9 Wu X., Tiekink E. R. T., Kostetski L., Kocherginsky N., Tan A. L. C., Khoo S. B., Wilairat P., and Go M-L. (2006) Antiplasmodial activity of ferrocenyl chalcones: Investigations into the role of ferrocene. Eur. J. Pharm. Sci., 27 (2-3) 175-187.
10 Neuse E. W. (2005) Macromolecular ferrocene compounds as cancer drug models. J. Inorg. Organomet. Polym. Mater., 15 (1) 3-31.
11 Castillo-Ramirez J., Echevarría I., Santiago J., Peréz-Torres M., and Rivera-Claudio M. (2013) Synthesis and characterization of ferrocene acetals and evaluation of their antineoplastic properties by using breast cancer cell lines in vitro. Synthesis, 45 (13) 1853-1856.
12 Fruhauf H-W. (1997) Chem. Rev., 97 (3) 523-596.
13 Paitayatat S., Tarnchompoo B., Thebtaranonth Y., and Yuthavong Y. (1997) Correlation of antimalarial activity of artemisinin derivatives with binding affinity with ferroprotoporphyrin IX. J. Med. Chem., 40 (5) 633-638.
14 Elassar A-Z. A., and El-Khair A. A. (2003) Recent developments in the chemistry of enaminones. Tetrahedron, 59 (43) 8463-8480.
15 Riyadh S. M. (2011) Enaminones as building blocks for the synthesis of substituted pyrazoles with antitumor and antimicrobial activities. Molecules, 16 (2) 1834-1853.
16 Michael J. P., De Koning C. B., Hosken G. D., and Stanbury T. V. (2001) Reformatsky reactions with N-arylpyrrolidine-2-thiones: synthesis of tricyclic analogues of quinolone antibacterial agents. Tetrahedron, 57 (47) 9635-9648.
17 Wang Y. F., Izawa T., Kobayashi S., and Ohno M. (1982) Stereocontrolled synthesis of (+)-negamycin from an acyclic homoallylamine by 1,3-asymmetric induction. J. Am. Chem. Soc., 104 (1) 6465-6466.
18 Foster J. E., Nicholson J. M., Butcher R., Stables J. P., Edafiogho I. O., Goodwin A. M., Henson M. C., Smith C. A., and Scott K. R. (1999) Synthesis, characterization and anticonvulsant activity of enaminones. Part 6: Synthesis of substituted vinylic benzamides as potential anticonvulsants. Bioorg. Med. Chem., 7 (11) 2415-2425.
19 El-Sehemi A. G., Bondock S., and Ammar Y. A. (2014) Transformations of naproxen into pyrazolecarboxamides: search for potent anti-inflammatory, analgesic and ulcerogenic agents. Med. Chem. Res., 23 (2) 827-838.
20 Dannhardt G., Bauer A., and Nowe U. (1997) Non-steroidal anti-inflammatory agents, Part 24. Pyrrolidino enaminones as models to mimic arachidonic acid. Arch. Pharm., 330 (3) 74-82.
21 Eddington N. D., Cox D. S., Roberts R. R., Stables J. P., Powell C. B., and Scott K. R. (2000) Enaminones-versatile therapeutic pharmacophores. Further advances. Curr. Med. Chem., 7 (20) 417-436.
22 Kalita U., Kaping S., Nongkynrih R., Sunn M., Boiss I., Singha L. I., and Vishwakarma J. N. (2015) Synthesis, structure elucidation, and anti-inflammatory/anti-cancer/anti-bacterial activities of novel (Z)-3-adamantyl-1-aryl-prop/but-2-en-1-ones. Med. Chem. Res., 24 (1) 32-50.
23 Kalita U., Kaping S., Nongkynrih R., Singha L. I., and Vishwakarma J. N. (2015) Novel tetrahydropyrimidine–adamantane hybrids as anti-inflammatory agents: synthesis, structure and biological evaluation. Med. Chem. Res., 24 (6) 2742-2755.
24 Devi A. S., Kaping S., and Vishwakarma J. N. (2015) A facile environment-friendly one-pot two-step regioselective synthetic strategy for 3,7-diarylpyrazolo[1,5-a]pyrimidines related to zaleplon and 3,6-diarylpyrazolo[1,5-a]pyrimidine-7-amines assisted by KHSO4 in aqueous media. Mol. Divers., 19 (4) 759-771.
25 Moskalenko A. I., Boeva A. V., and Boev V. I. (2011) Reaction of acetylferrocene with dimethylformamide dimethyl acetal and some transformations of the reaction product. Russ. J. Gen. Chem., 81 (3) 521-528.
26 Buriol L., Munchen T. S., Frizzo C. P., Marzari M. R. B., Zanatta N, Bonacorso H. G., and Martins M. A. P. (2013) Resourceful synthesis of pyrazolo[1,5-a]pyrimidines under ultrasound irradiation. Ultrason. Sonochem., 20 (5) 1139-1143.
27 Singh B. S., Lobo H. R., Pinjari D. V., Jarag K. J., Pandit A. B., and Shankarling G. S. (2013) Ultrasound and deep eutectic solvent (DES): A novel blend of techniques for rapid and energy efficient synthesis of oxazoles. Ultrason. Sonochem., 20 (1) 287-293.
28 Trivedi R., Deepthi S. B., Giribabu L., Sridhar B., Sujitha P., Kumar C. G., and Ramakrishna K. V. S. (2012) Synthesis, crystal structure, electronic spectroscopy, electrochemistry and biological studies of ferrocene–carbohydrate conjugates. Eur. J. Inorg. Chem. 2012 (13) 2267–2277.
2 Miller S. A., Tebboth J. A., and Tremaine J. F. (1952) Dicyclopentadienyliron. J. Chem. Soc., 74, 632-635.
3 Bunting H. E., Green M. L. H., Marder S. R., and Thompson M. E. (1992) The synthesis of ferrocenyl compounds with second-order optical non-linearities. Polyhedron, 11 (12) 1489-1499.
4 Sarhan A. A. O., and Izumi T. (2003) Design and synthesis of new functional compounds related to ferrocene bearing heterocyclic moieties: A new approach towards electron donor organic materials. J. Organomet. Chem., 675 (1-2) 1-12.
5 Jin-Peng Z., Jie D., Ning M., Bo J., Li-Chun X., and Shu-Jiang T. (2013) Microwave-assisted aqueous synthesis of 6-ferrocenyl pyridin-2(1H)-one derivative. J. Heterocycl. Chem., 50 (1) 66-70.
6 Wei C-W., Peng Y., Zhang L., Huang Q., Cheng M., Liu Y-N., and Li J. (2011) Synthesis and evaluation of ferrocenoyl pentapeptide (Fc-KLVFF) as an inhibitor of Alzheimer’s Aβ1–42 fibril formation in vitro. Bioorg. Med. Chem. Lett., 21 (19) 5818-5821.
7 Domarle O., Blampain G., Agnaniet H., Nzadiyabi T., Lebibi J., Brocard J., Maciejewski L., Biot C., Georges A. J., and Millet P. (1998) In vitro antimalarial activity of a new organometallic analog, ferrocene-chloroquine. Antimicrob. Agents Chemother., 42 (3) 540-544.
8 Chim P., Lim P., Sem R., Nhem S., Maciejewski L., and Fandeur T. (2004) The in-vitro antimalarial activity of ferrochloroquine, measured against Cambodian isolates of Plasmodium falciparum. Trop. Med. Parasitol., 98 (4) 419-424.
9 Wu X., Tiekink E. R. T., Kostetski L., Kocherginsky N., Tan A. L. C., Khoo S. B., Wilairat P., and Go M-L. (2006) Antiplasmodial activity of ferrocenyl chalcones: Investigations into the role of ferrocene. Eur. J. Pharm. Sci., 27 (2-3) 175-187.
10 Neuse E. W. (2005) Macromolecular ferrocene compounds as cancer drug models. J. Inorg. Organomet. Polym. Mater., 15 (1) 3-31.
11 Castillo-Ramirez J., Echevarría I., Santiago J., Peréz-Torres M., and Rivera-Claudio M. (2013) Synthesis and characterization of ferrocene acetals and evaluation of their antineoplastic properties by using breast cancer cell lines in vitro. Synthesis, 45 (13) 1853-1856.
12 Fruhauf H-W. (1997) Chem. Rev., 97 (3) 523-596.
13 Paitayatat S., Tarnchompoo B., Thebtaranonth Y., and Yuthavong Y. (1997) Correlation of antimalarial activity of artemisinin derivatives with binding affinity with ferroprotoporphyrin IX. J. Med. Chem., 40 (5) 633-638.
14 Elassar A-Z. A., and El-Khair A. A. (2003) Recent developments in the chemistry of enaminones. Tetrahedron, 59 (43) 8463-8480.
15 Riyadh S. M. (2011) Enaminones as building blocks for the synthesis of substituted pyrazoles with antitumor and antimicrobial activities. Molecules, 16 (2) 1834-1853.
16 Michael J. P., De Koning C. B., Hosken G. D., and Stanbury T. V. (2001) Reformatsky reactions with N-arylpyrrolidine-2-thiones: synthesis of tricyclic analogues of quinolone antibacterial agents. Tetrahedron, 57 (47) 9635-9648.
17 Wang Y. F., Izawa T., Kobayashi S., and Ohno M. (1982) Stereocontrolled synthesis of (+)-negamycin from an acyclic homoallylamine by 1,3-asymmetric induction. J. Am. Chem. Soc., 104 (1) 6465-6466.
18 Foster J. E., Nicholson J. M., Butcher R., Stables J. P., Edafiogho I. O., Goodwin A. M., Henson M. C., Smith C. A., and Scott K. R. (1999) Synthesis, characterization and anticonvulsant activity of enaminones. Part 6: Synthesis of substituted vinylic benzamides as potential anticonvulsants. Bioorg. Med. Chem., 7 (11) 2415-2425.
19 El-Sehemi A. G., Bondock S., and Ammar Y. A. (2014) Transformations of naproxen into pyrazolecarboxamides: search for potent anti-inflammatory, analgesic and ulcerogenic agents. Med. Chem. Res., 23 (2) 827-838.
20 Dannhardt G., Bauer A., and Nowe U. (1997) Non-steroidal anti-inflammatory agents, Part 24. Pyrrolidino enaminones as models to mimic arachidonic acid. Arch. Pharm., 330 (3) 74-82.
21 Eddington N. D., Cox D. S., Roberts R. R., Stables J. P., Powell C. B., and Scott K. R. (2000) Enaminones-versatile therapeutic pharmacophores. Further advances. Curr. Med. Chem., 7 (20) 417-436.
22 Kalita U., Kaping S., Nongkynrih R., Sunn M., Boiss I., Singha L. I., and Vishwakarma J. N. (2015) Synthesis, structure elucidation, and anti-inflammatory/anti-cancer/anti-bacterial activities of novel (Z)-3-adamantyl-1-aryl-prop/but-2-en-1-ones. Med. Chem. Res., 24 (1) 32-50.
23 Kalita U., Kaping S., Nongkynrih R., Singha L. I., and Vishwakarma J. N. (2015) Novel tetrahydropyrimidine–adamantane hybrids as anti-inflammatory agents: synthesis, structure and biological evaluation. Med. Chem. Res., 24 (6) 2742-2755.
24 Devi A. S., Kaping S., and Vishwakarma J. N. (2015) A facile environment-friendly one-pot two-step regioselective synthetic strategy for 3,7-diarylpyrazolo[1,5-a]pyrimidines related to zaleplon and 3,6-diarylpyrazolo[1,5-a]pyrimidine-7-amines assisted by KHSO4 in aqueous media. Mol. Divers., 19 (4) 759-771.
25 Moskalenko A. I., Boeva A. V., and Boev V. I. (2011) Reaction of acetylferrocene with dimethylformamide dimethyl acetal and some transformations of the reaction product. Russ. J. Gen. Chem., 81 (3) 521-528.
26 Buriol L., Munchen T. S., Frizzo C. P., Marzari M. R. B., Zanatta N, Bonacorso H. G., and Martins M. A. P. (2013) Resourceful synthesis of pyrazolo[1,5-a]pyrimidines under ultrasound irradiation. Ultrason. Sonochem., 20 (5) 1139-1143.
27 Singh B. S., Lobo H. R., Pinjari D. V., Jarag K. J., Pandit A. B., and Shankarling G. S. (2013) Ultrasound and deep eutectic solvent (DES): A novel blend of techniques for rapid and energy efficient synthesis of oxazoles. Ultrason. Sonochem., 20 (1) 287-293.
28 Trivedi R., Deepthi S. B., Giribabu L., Sridhar B., Sujitha P., Kumar C. G., and Ramakrishna K. V. S. (2012) Synthesis, crystal structure, electronic spectroscopy, electrochemistry and biological studies of ferrocene–carbohydrate conjugates. Eur. J. Inorg. Chem. 2012 (13) 2267–2277.