Al2(SO4)3·18H2O as an Eco-Safe Catalyst Promoting Synthesis of Polysubstituted Dihydropyrrol-2-ones

dc.citation.epage19
dc.citation.issue1
dc.citation.spage14
dc.contributor.affiliationApadana Institute of Higher Education
dc.contributor.authorMohamadpour, Farzaneh
dc.coverage.placenameЛьвів
dc.coverage.placenameLviv
dc.date.accessioned2020-12-23T13:23:58Z
dc.date.available2020-12-23T13:23:58Z
dc.date.created2020-01-24
dc.date.issued2020-01-24
dc.description.abstractДосліджено октадекагідрат алюмінію сульфату (Al2(SO4)3·18H2O) як ефективний та екологічно безпечний каталізатор для одностадійного чотирикомпонентного синтезу багатозаміщених дигідропірол-2-онів за реакцією діалкилацетилендикарбоксилату, формальдегіду та амінів (ароматичних та аліфатичних) за температури навколишнього середовища. Встановлено, що в присутності такого каталізатора виходи продуктів є високими, а час реакції малий. Показано, що найбільшими перевагами такого синтезу є ефективність, екологічність, недорога вартість та нетоксичність каталізатора, простота експлуатації, чіткий перебіг реакції та легкість виділення продукту без необхідності хроматографічного очищення. Визначено температури топлення продуктів та проведено 1H ЯМР-спектроскопічні дослідження.
dc.description.abstractAluminum sulfate octadecahydrate (Al2(SO4)3·18H2O) as an efficient, mild and eco-safe catalyst for one-pot four-component synthesis of polysubstituted dihydropyrrol-2-ones from reaction between dialkyl acetylenedicarboxylate, formaldehyde and amines (aromatic and aliphatic) under ambient temperature with good to high yields and short reaction times is reported. The most benefits of this synthetic method are efficiency, environmentally benign nature, inexpensive and non-toxic catalyst, operational simplicity, clean reaction profile and ease of product isolation with no necessity of chromatographic purification steps. Products have been characterized by melting points and 1H NMR spectroscopy.
dc.format.extent14-19
dc.format.pages6
dc.identifier.citationMohamadpour F. Al2(SO4)3·18H2O as an Eco-Safe Catalyst Promoting Synthesis of Polysubstituted Dihydropyrrol-2-ones / Farzaneh Mohamadpour // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2020. — Vol 14. — No 1. — P. 14–19.
dc.identifier.citationenMohamadpour F. Al2(SO4)3·18H2O as an Eco-Safe Catalyst Promoting Synthesis of Polysubstituted Dihydropyrrol-2-ones / Farzaneh Mohamadpour // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2020. — Vol 14. — No 1. — P. 14–19.
dc.identifier.doidoi.org/10.23939/chcht14.01.014
dc.identifier.urihttps://ena.lpnu.ua/handle/ntb/55772
dc.language.isoen
dc.publisherВидавництво Львівської політехніки
dc.publisherLviv Politechnic Publishing House
dc.relation.ispartofChemistry & Chemical Technology, 1 (14), 2020
dc.relation.references[1] Borthwick A., Crame A., Ertl P. et al.: J. Med. Chem., 2002, 45, 1. https://doi.org/10.1021/jm0102203
dc.relation.references[2] Li W., Lin S., Hsu N., Chern M.: J. Org. Chem., 2002, 67, 4702. https://doi.org/10.1021/jo010828j
dc.relation.references[3] Lampe Y., Chou R., Hanna R. et al.: J. Med. Chem., 1993, 36, 1041. https://doi.org/10.1021/jm00060a012
dc.relation.references[4] Shiozawa H., Takahashi S.: J. Antibiot., 1994, 47, 851. https://doi.org/10.7164/antibiotics.47.851
dc.relation.references[5] Chen Y., Zeng D., Xie N., Dang Y.: J. Org. Chem., 2005, 70, 5001. https://doi.org/10.1021/jo050236r
dc.relation.references[6] Grunwald C., Rundfeldt C., Lankau H. et al.: J. Med. Chem., 2006, 49, 1855. https://doi.org/10.1021/jm0509400
dc.relation.references[7] Singh S., Goetz M., Jones E. et al.: J. Org. Chem., 1995, 60, 7040. https://doi.org/10.1021/jo00126a071
dc.relation.references[8] Kawasuji T., Fuji M., Yoshinaga T. et al.: J. Bioorg. Med. Chem., 2007, 15, 5487. https://doi.org/10.1016/j.bmc.2007.05.052
dc.relation.references[9] Zhang L., Tan Y., Wang N. et al. J. Bioorg. Med. Chem., 2010, 18, 7948. https://doi.org/10.1016/j.bmc.2010.09.036
dc.relation.references[10] Maghsoodlou M., Heydari R., Mohamadpour F., Lashkari M.: Iran. J. Chem. Chem. Eng., 2017, 36(4), 31.
dc.relation.references[11] Maghsoodlou M., Heydari R., Lashkari M., Mohamadpour F.: Indian J. Chem., 2017, 56 B, 160.
dc.relation.references[12] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M.: Res. Chem. Intermed., 2016, 42, 7841. https://doi.org/10.1007/s11164-016-2565-0
dc.relation.references[13] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M.: Iran. J. Sci. Technol. Trans. Sci., 2017, 41, 843. https://doi.org/10.1007/s40995-016-0049-0
dc.relation.references[14] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M.: J. Iran. Chem. Soc., 2016, 13, 1549. https://doi.org/10.1007/s13738-016-0871-5
dc.relation.references[15] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M.: Iran. J. Catal., 2016, 6, 127.
dc.relation.references[16] Mohamadpour F., Lashkari M., Maghsoodlou M., Heydari R.: J. Chil. Chem. Soc., 2018, 63, 3788. https://doi.org/10.4067/s0717-97072018000103811
dc.relation.references[17] Lashkari M., Heydari R., Mohamadpour F.: Iran. J. Sci. Technol. Trans. Sci., 2018, 42, 1191. https://doi.org/10.1007/s40995-016-0122-8
dc.relation.references[18] Lv L., Zheng S., Cai X., Chen Z., Zhu Q., Liu S.: ACS Comb. Chem., 2013, 15, 183. https://doi.org/10.1021/co300148c
dc.relation.references[19] Sajadikhah S S., Maghsoodlou M T., Hazeri N.: Chin. Chem. Lett., 2014, 25, 58. https://doi.org/10.1016/j.cclet.2013.10.010
dc.relation.references[20] Khan A., Ghosh A., Musawwer Khan M.: Tetrahedron Lett., 2012, 53, 2622. https://doi.org/10.1016/j.tetlet.2012.03.046
dc.relation.references[21] Zhu Q., Jiang H., Li J. et al.: ACS Comb. Chem., 2009, 11, 685. https://doi.org/10.1021/cc900046f
dc.relation.references[22] Sajadikhah S., Hazeri N.: Res. Chem. Intermed., 2014, 40, 737. https://doi.org/10.1007/s11164-012-0998-7
dc.relation.references[23] Sajadikhah S., Hazeri N., Maghsoodlou M. et al. J. Iran. Chem. Soc., 2013, 10, 863. https://doi.org/10.1007/s13738-013-0222-8
dc.relation.references[24] Sajadikhah S., Hazeri N., Maghsoodlou M.: J. Chem. Res., 2013, 37, 40. https://doi.org/10.3184/174751912X13547952669204
dc.relation.references[25] Sajadikhah S., Maghsoodlou M., Hazeri N., Mohamadian-Souri S.: Res. Chem. Intermed., 2016, 42, 2805. https://doi.org/10.1007/s11164-015-2178-z
dc.relation.references[26] Sajadikhah S., Hazeri N., Maghsoodlou M., Habibi-Khorassani S.: J. Chin. Chem. Soc., 2013, 60, 1003. https://doi.org/10.1002/jccs.201200597
dc.relation.references[27] Sajadikhah S., Maghsoodlou M., Hazeri N.: Res. Chem. Intermed., 2015, 41, 2503. https://doi.org/10.1007/s11164-013-1364-0
dc.relation.references[28] Kaur R., Gupta A., Kapoor K.: Res. Chem. Intermed., 2017, 43, 6099. https://doi.org/10.1007/s11164-017-2979-3
dc.relation.references[29] Mohammadi A., Salman Taheri S., Amouzegar A.: J. Heterocyclic Chem., 2016, 53, 805. https://doi.org/10.1002/jhet.2352
dc.relation.referencesen[1] Borthwick A., Crame A., Ertl P. et al., J. Med. Chem., 2002, 45, 1. https://doi.org/10.1021/jm0102203
dc.relation.referencesen[2] Li W., Lin S., Hsu N., Chern M., J. Org. Chem., 2002, 67, 4702. https://doi.org/10.1021/jo010828j
dc.relation.referencesen[3] Lampe Y., Chou R., Hanna R. et al., J. Med. Chem., 1993, 36, 1041. https://doi.org/10.1021/jm00060a012
dc.relation.referencesen[4] Shiozawa H., Takahashi S., J. Antibiot., 1994, 47, 851. https://doi.org/10.7164/antibiotics.47.851
dc.relation.referencesen[5] Chen Y., Zeng D., Xie N., Dang Y., J. Org. Chem., 2005, 70, 5001. https://doi.org/10.1021/jo050236r
dc.relation.referencesen[6] Grunwald C., Rundfeldt C., Lankau H. et al., J. Med. Chem., 2006, 49, 1855. https://doi.org/10.1021/jm0509400
dc.relation.referencesen[7] Singh S., Goetz M., Jones E. et al., J. Org. Chem., 1995, 60, 7040. https://doi.org/10.1021/jo00126a071
dc.relation.referencesen[8] Kawasuji T., Fuji M., Yoshinaga T. et al., J. Bioorg. Med. Chem., 2007, 15, 5487. https://doi.org/10.1016/j.bmc.2007.05.052
dc.relation.referencesen[9] Zhang L., Tan Y., Wang N. et al. J. Bioorg. Med. Chem., 2010, 18, 7948. https://doi.org/10.1016/j.bmc.2010.09.036
dc.relation.referencesen[10] Maghsoodlou M., Heydari R., Mohamadpour F., Lashkari M., Iran. J. Chem. Chem. Eng., 2017, 36(4), 31.
dc.relation.referencesen[11] Maghsoodlou M., Heydari R., Lashkari M., Mohamadpour F., Indian J. Chem., 2017, 56 B, 160.
dc.relation.referencesen[12] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M., Res. Chem. Intermed., 2016, 42, 7841. https://doi.org/10.1007/s11164-016-2565-0
dc.relation.referencesen[13] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M., Iran. J. Sci. Technol. Trans. Sci., 2017, 41, 843. https://doi.org/10.1007/s40995-016-0049-0
dc.relation.referencesen[14] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M., J. Iran. Chem. Soc., 2016, 13, 1549. https://doi.org/10.1007/s13738-016-0871-5
dc.relation.referencesen[15] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M., Iran. J. Catal., 2016, 6, 127.
dc.relation.referencesen[16] Mohamadpour F., Lashkari M., Maghsoodlou M., Heydari R., J. Chil. Chem. Soc., 2018, 63, 3788. https://doi.org/10.4067/s0717-97072018000103811
dc.relation.referencesen[17] Lashkari M., Heydari R., Mohamadpour F., Iran. J. Sci. Technol. Trans. Sci., 2018, 42, 1191. https://doi.org/10.1007/s40995-016-0122-8
dc.relation.referencesen[18] Lv L., Zheng S., Cai X., Chen Z., Zhu Q., Liu S., ACS Comb. Chem., 2013, 15, 183. https://doi.org/10.1021/co300148c
dc.relation.referencesen[19] Sajadikhah S S., Maghsoodlou M T., Hazeri N., Chin. Chem. Lett., 2014, 25, 58. https://doi.org/10.1016/j.cclet.2013.10.010
dc.relation.referencesen[20] Khan A., Ghosh A., Musawwer Khan M., Tetrahedron Lett., 2012, 53, 2622. https://doi.org/10.1016/j.tetlet.2012.03.046
dc.relation.referencesen[21] Zhu Q., Jiang H., Li J. et al., ACS Comb. Chem., 2009, 11, 685. https://doi.org/10.1021/cc900046f
dc.relation.referencesen[22] Sajadikhah S., Hazeri N., Res. Chem. Intermed., 2014, 40, 737. https://doi.org/10.1007/s11164-012-0998-7
dc.relation.referencesen[23] Sajadikhah S., Hazeri N., Maghsoodlou M. et al. J. Iran. Chem. Soc., 2013, 10, 863. https://doi.org/10.1007/s13738-013-0222-8
dc.relation.referencesen[24] Sajadikhah S., Hazeri N., Maghsoodlou M., J. Chem. Res., 2013, 37, 40. https://doi.org/10.3184/174751912X13547952669204
dc.relation.referencesen[25] Sajadikhah S., Maghsoodlou M., Hazeri N., Mohamadian-Souri S., Res. Chem. Intermed., 2016, 42, 2805. https://doi.org/10.1007/s11164-015-2178-z
dc.relation.referencesen[26] Sajadikhah S., Hazeri N., Maghsoodlou M., Habibi-Khorassani S., J. Chin. Chem. Soc., 2013, 60, 1003. https://doi.org/10.1002/jccs.201200597
dc.relation.referencesen[27] Sajadikhah S., Maghsoodlou M., Hazeri N., Res. Chem. Intermed., 2015, 41, 2503. https://doi.org/10.1007/s11164-013-1364-0
dc.relation.referencesen[28] Kaur R., Gupta A., Kapoor K., Res. Chem. Intermed., 2017, 43, 6099. https://doi.org/10.1007/s11164-017-2979-3
dc.relation.referencesen[29] Mohammadi A., Salman Taheri S., Amouzegar A., J. Heterocyclic Chem., 2016, 53, 805. https://doi.org/10.1002/jhet.2352
dc.relation.urihttps://doi.org/10.1021/jm0102203
dc.relation.urihttps://doi.org/10.1021/jo010828j
dc.relation.urihttps://doi.org/10.1021/jm00060a012
dc.relation.urihttps://doi.org/10.7164/antibiotics.47.851
dc.relation.urihttps://doi.org/10.1021/jo050236r
dc.relation.urihttps://doi.org/10.1021/jm0509400
dc.relation.urihttps://doi.org/10.1021/jo00126a071
dc.relation.urihttps://doi.org/10.1016/j.bmc.2007.05.052
dc.relation.urihttps://doi.org/10.1016/j.bmc.2010.09.036
dc.relation.urihttps://doi.org/10.1007/s11164-016-2565-0
dc.relation.urihttps://doi.org/10.1007/s40995-016-0049-0
dc.relation.urihttps://doi.org/10.1007/s13738-016-0871-5
dc.relation.urihttps://doi.org/10.4067/s0717-97072018000103811
dc.relation.urihttps://doi.org/10.1007/s40995-016-0122-8
dc.relation.urihttps://doi.org/10.1021/co300148c
dc.relation.urihttps://doi.org/10.1016/j.cclet.2013.10.010
dc.relation.urihttps://doi.org/10.1016/j.tetlet.2012.03.046
dc.relation.urihttps://doi.org/10.1021/cc900046f
dc.relation.urihttps://doi.org/10.1007/s11164-012-0998-7
dc.relation.urihttps://doi.org/10.1007/s13738-013-0222-8
dc.relation.urihttps://doi.org/10.3184/174751912X13547952669204
dc.relation.urihttps://doi.org/10.1007/s11164-015-2178-z
dc.relation.urihttps://doi.org/10.1002/jccs.201200597
dc.relation.urihttps://doi.org/10.1007/s11164-013-1364-0
dc.relation.urihttps://doi.org/10.1007/s11164-017-2979-3
dc.relation.urihttps://doi.org/10.1002/jhet.2352
dc.rights.holder© Національний університет “Львівська політехніка”, 2020
dc.rights.holder© Mohamadpour F., 2020
dc.subjectбагатозамещені дигідропірол-2-они
dc.subjectоктадегідрат алюмінію сульфату
dc.subjectекологічно безпечний та ефективний каталізатор
dc.subjectодностадійний синтез
dc.subjectбагатокомпонентна реакція
dc.subjectpolysubstituted dihydropyrrol-2-ones
dc.subjectaluminum sulfate octadecahydrate
dc.subjecteco-safe and efficient catalyst
dc.subjectone-pot and facile procedure
dc.subjectmulti-component reaction
dc.titleAl2(SO4)3·18H2O as an Eco-Safe Catalyst Promoting Synthesis of Polysubstituted Dihydropyrrol-2-ones
dc.title.alternativeAl2(SO4)3·18H2O як еко-безпечний каталізатор для синтезу полізаміщених дигідропірол-2-онів
dc.typeArticle

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