https://oldena.lpnu.ua/handle/ntb/55772
Title: | Al2(SO4)3·18H2O as an Eco-Safe Catalyst Promoting Synthesis of Polysubstituted Dihydropyrrol-2-ones |
Other Titles: | Al2(SO4)3·18H2O як еко-безпечний каталізатор для синтезу полізаміщених дигідропірол-2-онів |
Authors: | Mohamadpour, Farzaneh |
Affiliation: | Apadana Institute of Higher Education |
Bibliographic description (Ukraine): | Mohamadpour 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. |
Bibliographic description (International): | Mohamadpour 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. |
Is part of: | Chemistry & Chemical Technology, 1 (14), 2020 |
Issue: | 1 |
Issue Date: | 24-Jan-2020 |
Publisher: | Видавництво Львівської політехніки Lviv Politechnic Publishing House |
Place of the edition/event: | Львів Lviv |
DOI: | doi.org/10.23939/chcht14.01.014 |
Keywords: | багатозамещені дигідропірол-2-они октадегідрат алюмінію сульфату екологічно безпечний та ефективний каталізатор одностадійний синтез багатокомпонентна реакція polysubstituted dihydropyrrol-2-ones aluminum sulfate octadecahydrate eco-safe and efficient catalyst one-pot and facile procedure multi-component reaction |
Number of pages: | 6 |
Page range: | 14-19 |
Start page: | 14 |
End page: | 19 |
Abstract: | Досліджено 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. Aluminum 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. |
URI: | https://ena.lpnu.ua/handle/ntb/55772 |
Copyright owner: | © Національний університет “Львівська політехніка”, 2020 © Mohamadpour F., 2020 |
URL for reference material: | https://doi.org/10.1021/jm0102203 https://doi.org/10.1021/jo010828j https://doi.org/10.1021/jm00060a012 https://doi.org/10.7164/antibiotics.47.851 https://doi.org/10.1021/jo050236r https://doi.org/10.1021/jm0509400 https://doi.org/10.1021/jo00126a071 https://doi.org/10.1016/j.bmc.2007.05.052 https://doi.org/10.1016/j.bmc.2010.09.036 https://doi.org/10.1007/s11164-016-2565-0 https://doi.org/10.1007/s40995-016-0049-0 https://doi.org/10.1007/s13738-016-0871-5 https://doi.org/10.4067/s0717-97072018000103811 https://doi.org/10.1007/s40995-016-0122-8 https://doi.org/10.1021/co300148c https://doi.org/10.1016/j.cclet.2013.10.010 https://doi.org/10.1016/j.tetlet.2012.03.046 https://doi.org/10.1021/cc900046f https://doi.org/10.1007/s11164-012-0998-7 https://doi.org/10.1007/s13738-013-0222-8 https://doi.org/10.3184/174751912X13547952669204 https://doi.org/10.1007/s11164-015-2178-z https://doi.org/10.1002/jccs.201200597 https://doi.org/10.1007/s11164-013-1364-0 https://doi.org/10.1007/s11164-017-2979-3 https://doi.org/10.1002/jhet.2352 |
References (Ukraine): | [1] Borthwick A., Crame A., Ertl P. et al.: J. Med. Chem., 2002, 45, 1. https://doi.org/10.1021/jm0102203 [2] Li W., Lin S., Hsu N., Chern M.: J. Org. Chem., 2002, 67, 4702. https://doi.org/10.1021/jo010828j [3] Lampe Y., Chou R., Hanna R. et al.: J. Med. Chem., 1993, 36, 1041. https://doi.org/10.1021/jm00060a012 [4] Shiozawa H., Takahashi S.: J. Antibiot., 1994, 47, 851. https://doi.org/10.7164/antibiotics.47.851 [5] Chen Y., Zeng D., Xie N., Dang Y.: J. Org. Chem., 2005, 70, 5001. https://doi.org/10.1021/jo050236r [6] Grunwald C., Rundfeldt C., Lankau H. et al.: J. Med. Chem., 2006, 49, 1855. https://doi.org/10.1021/jm0509400 [7] Singh S., Goetz M., Jones E. et al.: J. Org. Chem., 1995, 60, 7040. https://doi.org/10.1021/jo00126a071 [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 [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 [10] Maghsoodlou M., Heydari R., Mohamadpour F., Lashkari M.: Iran. J. Chem. Chem. Eng., 2017, 36(4), 31. [11] Maghsoodlou M., Heydari R., Lashkari M., Mohamadpour F.: Indian J. Chem., 2017, 56 B, 160. [12] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M.: Res. Chem. Intermed., 2016, 42, 7841. https://doi.org/10.1007/s11164-016-2565-0 [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 [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 [15] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M.: Iran. J. Catal., 2016, 6, 127. [16] Mohamadpour F., Lashkari M., Maghsoodlou M., Heydari R.: J. Chil. Chem. Soc., 2018, 63, 3788. https://doi.org/10.4067/s0717-97072018000103811 [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 [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 [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 [20] Khan A., Ghosh A., Musawwer Khan M.: Tetrahedron Lett., 2012, 53, 2622. https://doi.org/10.1016/j.tetlet.2012.03.046 [21] Zhu Q., Jiang H., Li J. et al.: ACS Comb. Chem., 2009, 11, 685. https://doi.org/10.1021/cc900046f [22] Sajadikhah S., Hazeri N.: Res. Chem. Intermed., 2014, 40, 737. https://doi.org/10.1007/s11164-012-0998-7 [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 [24] Sajadikhah S., Hazeri N., Maghsoodlou M.: J. Chem. Res., 2013, 37, 40. https://doi.org/10.3184/174751912X13547952669204 [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 [26] Sajadikhah S., Hazeri N., Maghsoodlou M., Habibi-Khorassani S.: J. Chin. Chem. Soc., 2013, 60, 1003. https://doi.org/10.1002/jccs.201200597 [27] Sajadikhah S., Maghsoodlou M., Hazeri N.: Res. Chem. Intermed., 2015, 41, 2503. https://doi.org/10.1007/s11164-013-1364-0 [28] Kaur R., Gupta A., Kapoor K.: Res. Chem. Intermed., 2017, 43, 6099. https://doi.org/10.1007/s11164-017-2979-3 [29] Mohammadi A., Salman Taheri S., Amouzegar A.: J. Heterocyclic Chem., 2016, 53, 805. https://doi.org/10.1002/jhet.2352 |
References (International): | [1] Borthwick A., Crame A., Ertl P. et al., J. Med. Chem., 2002, 45, 1. https://doi.org/10.1021/jm0102203 [2] Li W., Lin S., Hsu N., Chern M., J. Org. Chem., 2002, 67, 4702. https://doi.org/10.1021/jo010828j [3] Lampe Y., Chou R., Hanna R. et al., J. Med. Chem., 1993, 36, 1041. https://doi.org/10.1021/jm00060a012 [4] Shiozawa H., Takahashi S., J. Antibiot., 1994, 47, 851. https://doi.org/10.7164/antibiotics.47.851 [5] Chen Y., Zeng D., Xie N., Dang Y., J. Org. Chem., 2005, 70, 5001. https://doi.org/10.1021/jo050236r [6] Grunwald C., Rundfeldt C., Lankau H. et al., J. Med. Chem., 2006, 49, 1855. https://doi.org/10.1021/jm0509400 [7] Singh S., Goetz M., Jones E. et al., J. Org. Chem., 1995, 60, 7040. https://doi.org/10.1021/jo00126a071 [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 [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 [10] Maghsoodlou M., Heydari R., Mohamadpour F., Lashkari M., Iran. J. Chem. Chem. Eng., 2017, 36(4), 31. [11] Maghsoodlou M., Heydari R., Lashkari M., Mohamadpour F., Indian J. Chem., 2017, 56 B, 160. [12] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M., Res. Chem. Intermed., 2016, 42, 7841. https://doi.org/10.1007/s11164-016-2565-0 [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 [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 [15] Mohamadpour F., Maghsoodlou M., Heydari R., Lashkari M., Iran. J. Catal., 2016, 6, 127. [16] Mohamadpour F., Lashkari M., Maghsoodlou M., Heydari R., J. Chil. Chem. Soc., 2018, 63, 3788. https://doi.org/10.4067/s0717-97072018000103811 [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 [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 [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 [20] Khan A., Ghosh A., Musawwer Khan M., Tetrahedron Lett., 2012, 53, 2622. https://doi.org/10.1016/j.tetlet.2012.03.046 [21] Zhu Q., Jiang H., Li J. et al., ACS Comb. Chem., 2009, 11, 685. https://doi.org/10.1021/cc900046f [22] Sajadikhah S., Hazeri N., Res. Chem. Intermed., 2014, 40, 737. https://doi.org/10.1007/s11164-012-0998-7 [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 [24] Sajadikhah S., Hazeri N., Maghsoodlou M., J. Chem. Res., 2013, 37, 40. https://doi.org/10.3184/174751912X13547952669204 [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 [26] Sajadikhah S., Hazeri N., Maghsoodlou M., Habibi-Khorassani S., J. Chin. Chem. Soc., 2013, 60, 1003. https://doi.org/10.1002/jccs.201200597 [27] Sajadikhah S., Maghsoodlou M., Hazeri N., Res. Chem. Intermed., 2015, 41, 2503. https://doi.org/10.1007/s11164-013-1364-0 [28] Kaur R., Gupta A., Kapoor K., Res. Chem. Intermed., 2017, 43, 6099. https://doi.org/10.1007/s11164-017-2979-3 [29] Mohammadi A., Salman Taheri S., Amouzegar A., J. Heterocyclic Chem., 2016, 53, 805. https://doi.org/10.1002/jhet.2352 |
Content type: | Article |
Appears in Collections: | Chemistry & Chemical Technology. – 2020. – Vol. 14, No. 1 |
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