ZnCl2-Catalyzed Four-Component Domino Reaction for One-Pot Eco-Safe and Convenient Synthesis of Polyfunctionalized Dihydro-2-oxopyrroles at Ambient Temperature

Simple item page
dc.citation.epage162
dc.citation.issue2
dc.citation.spage157
dc.contributor.affiliationIslamic Azad University
dc.contributor.authorMohamadpour, Farzaneh
dc.coverage.placenameЛьвів
dc.coverage.placenameLviv
dc.date.accessioned2020-03-02T12:28:13Z
dc.date.available2020-03-02T12:28:13Z
dc.date.created2019-02-28
dc.date.issued2019-02-28
dc.description.abstractВ присутності екологічно безпечного і ефективного каталізатора Фріделя-Крафта ZnCl2 проведено одноступеневий чотирикомпонентний синтез полізаміщеного дигідро-2-оксопіролу за кімнатної температури з викорис- танням діалкилацетилендикарбоксилату, формальдегіду та амінів (ароматичних та аліфатичних). Показаний ряд переваг такого синтезу: легкість, дешевизна, екологічно безпечний каталізатор, короткий час реакції, високі виходи, легке оброблення (тільки звичайна фільтрація) та простота експ- луатації. Визначено характеристику одержаних продуктів за допомогою Фур‘є- та ЯМР-спектроскопії.
dc.description.abstractIn this study, ZnCl2 was applied as an environmentally friendly and efficient Lewis acid catalyst for the one-pot four-component synthesis of polysubstituted dihydro-2-oxopyrroles from the reaction between dialkyl acetylenedicarboxylate, formaldehyde and amines (aromatic and aliphatic) at ambient temperature. This methodology has a number of advantages such as use of inexpensive, eco-safety of catalyst, short reaction times, high yields, easy work-up (just simple filtration), and simplicity of operation. All products are characterized by comparison of FT-IR and 1H NMR spectroscopic data.
dc.format.extent157-162
dc.format.pages6
dc.identifier.citationMohamadpour F. ZnCl2-Catalyzed Four-Component Domino Reaction for One-Pot Eco-Safe and Convenient Synthesis of Polyfunctionalized Dihydro-2-oxopyrroles at Ambient Temperature / Farzaneh Mohamadpour // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2019. — Vol 13. — No 2. — P. 157–162.
dc.identifier.citationenMohamadpour F. ZnCl2-Catalyzed Four-Component Domino Reaction for One-Pot Eco-Safe and Convenient Synthesis of Polyfunctionalized Dihydro-2-oxopyrroles at Ambient Temperature / Farzaneh Mohamadpour // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2019. — Vol 13. — No 2. — P. 157–162.
dc.identifier.urihttps://ena.lpnu.ua/handle/ntb/46471
dc.language.isoen
dc.publisherВидавництво Львівської політехніки
dc.publisherLviv Politechnic Publishing House
dc.relation.ispartofChemistry & Chemical Technology, 2 (13), 2019
dc.relation.references1. Strecker A.: Leibigs. Ann. Chem., 1850, 7, 27. https://doi.org/10.1002/jlac.18500750103
dc.relation.references2. Mohamadpour F., MaghsoodlouM., Heydari R., Lashkari M.: Res. Chem. Intermed., 2016, 42, 7841. https://doi.org/10.1007/s11164-016-2565-0
dc.relation.references3. Mohamadpour F., MaghsoodlouM., Heydari R., Lashkari M.: J. Iran. Chem. Soc., 2016, 13, 1549. https://doi.org/10.1007/s13738-016-0871-5
dc.relation.references4. MaghsoodlouM., Heydari R., Lashkari M., Mohamadpour F.: Indian. J. Chem., 2017, 56 B, 160.
dc.relation.references5. Mohamadpour F., MaghsoodlouM., Heydari R., Lashkari M.: Iran. J. Sci. Technol. Trans. Sci, 2017, 41, 843. https://doi.org/10.1007/s40995-016-0049-0
dc.relation.references6. Lashkari M., Heydari R., Mohamadpour F.: Iran. J. Sci. Technol. Trans. Sci., 2016. https://doi.org/10.1007/s40995-016-0122-8
dc.relation.references7. Reddy T., Li C., Guo X.: J. Med. Chem., 2011, 54, 2080. https://doi.org/10.1021/jm101212e
dc.relation.references8. Shiraki R., Sumino A., Tadano K., Ogawa S.: Tetrahedron Lett., 1995, 36, 5551. https://doi.org/10.1016/00404-0399(50)1049N-
dc.relation.references9. Chen Y., Zeng D., Xie N., Dang Y.: J. Org. Chem., 2005, 70, 5001. https://doi.org/10.1021/jo050236r
dc.relation.references10. Lampe Y., Chou R., Hanna R. et al.: J. Med. Chem., 1993, 36, 1041. https://doi.org/10.1021/jm00060a012
dc.relation.references11. Kawasuji T., Fuji M., Yoshinaga T. et al.: Bioorg. Med. Chem., 2007, 15, 5487. https://doi.org/10.1016/j.bmc.2007.05.052
dc.relation.references12. Li W., Lin S, Hsu N, ChernM: J. Org. Chem., 2002, 67, 4702. https://doi.org/10.1021/jo010828j
dc.relation.references13. Snider B., Neubert B.: J. Org. Chem., 2004, 69, 8952. https://doi.org/10.1021/jo048605r
dc.relation.references14. Singh S., GoetzM., Jones E. et al.: J. Org. Chem., 1995, 60, 7040. https://doi.org/10.1021/jo00126a071
dc.relation.references15. Khan A., Ghosh A., Musawwer KhanM.: Tetrahedron Lett., 2012, 53, 2622. https://doi.org/10.1016/j.tetlet.2012.03.046
dc.relation.references16. Sajadikhah S., MaghsoodlouM., Hazeri N.: Chin. Chem. Lett., 2014, 25, 58. https://doi.org/10.1016/j.cclet.2013.10.010
dc.relation.references17. Sajadikhah S., Hazeri N.: Res. Chem. Intermed., 2014, 40, 737. https://doi.org/10.1007/s11164-012-0998-7
dc.relation.references18. Sajadikhah S., Hazeri N., MaghsoodlouM. et al.: J. Iran. Chem. Soc., 2013, 10, 863. https://doi.org/10.1007/s13738-013-0222-8
dc.relation.references19. Zhu Q., Jiang H., Li J. et al.: J. Comb. Chem., 2009, 11, 685. https://doi.org/10.1021/cc900046f
dc.relation.references20. Sajadikhah S., Hazeri N., MaghsoodlouM.: J. Chem. Res., 2013, 37, 40. https://doi.org/10.3184/174751912X13547952669204
dc.relation.references21. Lv L., Zheng S., Cai X. et al.: ASC Comb. Sci., 2013, 15, 183. https://doi.org/10.1021/co300148c
dc.relation.references22. Dake S., Tekale S., Sarda S. et al.: ARKIVOC., 2008, 17, 241. http://dx.doi.org/10.3998/ark.5550190.0009.h23
dc.relation.references23. Nagvenkar A., Naik S., Fernandes J.: Catal. Commun., 2015, 65, 20. https://doi.org/10.1016/j.catcom.2015.02.009
dc.relation.referencesen1. Strecker A., Leibigs. Ann. Chem., 1850, 7, 27. https://doi.org/10.1002/jlac.18500750103
dc.relation.referencesen2. Mohamadpour F., MaghsoodlouM., Heydari R., Lashkari M., Res. Chem. Intermed., 2016, 42, 7841. https://doi.org/10.1007/s11164-016-2565-0
dc.relation.referencesen3. Mohamadpour F., MaghsoodlouM., Heydari R., Lashkari M., J. Iran. Chem. Soc., 2016, 13, 1549. https://doi.org/10.1007/s13738-016-0871-5
dc.relation.referencesen4. MaghsoodlouM., Heydari R., Lashkari M., Mohamadpour F., Indian. J. Chem., 2017, 56 B, 160.
dc.relation.referencesen5. Mohamadpour F., MaghsoodlouM., Heydari R., Lashkari M., Iran. J. Sci. Technol. Trans. Sci, 2017, 41, 843. https://doi.org/10.1007/s40995-016-0049-0
dc.relation.referencesen6. Lashkari M., Heydari R., Mohamadpour F., Iran. J. Sci. Technol. Trans. Sci., 2016. https://doi.org/10.1007/s40995-016-0122-8
dc.relation.referencesen7. Reddy T., Li C., Guo X., J. Med. Chem., 2011, 54, 2080. https://doi.org/10.1021/jm101212e
dc.relation.referencesen8. Shiraki R., Sumino A., Tadano K., Ogawa S., Tetrahedron Lett., 1995, 36, 5551. https://doi.org/10.1016/00404-0399(50)1049N-
dc.relation.referencesen9. Chen Y., Zeng D., Xie N., Dang Y., J. Org. Chem., 2005, 70, 5001. https://doi.org/10.1021/jo050236r
dc.relation.referencesen10. Lampe Y., Chou R., Hanna R. et al., J. Med. Chem., 1993, 36, 1041. https://doi.org/10.1021/jm00060a012
dc.relation.referencesen11. Kawasuji T., Fuji M., Yoshinaga T. et al., Bioorg. Med. Chem., 2007, 15, 5487. https://doi.org/10.1016/j.bmc.2007.05.052
dc.relation.referencesen12. Li W., Lin S, Hsu N, ChernM: J. Org. Chem., 2002, 67, 4702. https://doi.org/10.1021/jo010828j
dc.relation.referencesen13. Snider B., Neubert B., J. Org. Chem., 2004, 69, 8952. https://doi.org/10.1021/jo048605r
dc.relation.referencesen14. Singh S., GoetzM., Jones E. et al., J. Org. Chem., 1995, 60, 7040. https://doi.org/10.1021/jo00126a071
dc.relation.referencesen15. Khan A., Ghosh A., Musawwer KhanM., Tetrahedron Lett., 2012, 53, 2622. https://doi.org/10.1016/j.tetlet.2012.03.046
dc.relation.referencesen16. Sajadikhah S., MaghsoodlouM., Hazeri N., Chin. Chem. Lett., 2014, 25, 58. https://doi.org/10.1016/j.cclet.2013.10.010
dc.relation.referencesen17. Sajadikhah S., Hazeri N., Res. Chem. Intermed., 2014, 40, 737. https://doi.org/10.1007/s11164-012-0998-7
dc.relation.referencesen18. Sajadikhah S., Hazeri N., MaghsoodlouM. et al., J. Iran. Chem. Soc., 2013, 10, 863. https://doi.org/10.1007/s13738-013-0222-8
dc.relation.referencesen19. Zhu Q., Jiang H., Li J. et al., J. Comb. Chem., 2009, 11, 685. https://doi.org/10.1021/cc900046f
dc.relation.referencesen20. Sajadikhah S., Hazeri N., MaghsoodlouM., J. Chem. Res., 2013, 37, 40. https://doi.org/10.3184/174751912X13547952669204
dc.relation.referencesen21. Lv L., Zheng S., Cai X. et al., ASC Comb. Sci., 2013, 15, 183. https://doi.org/10.1021/co300148c
dc.relation.referencesen22. Dake S., Tekale S., Sarda S. et al., ARKIVOC., 2008, 17, 241. http://dx.doi.org/10.3998/ark.5550190.0009.h23
dc.relation.referencesen23. Nagvenkar A., Naik S., Fernandes J., Catal. Commun., 2015, 65, 20. https://doi.org/10.1016/j.catcom.2015.02.009
dc.relation.urihttps://doi.org/10.1002/jlac.18500750103
dc.relation.urihttps://doi.org/10.1007/s11164-016-2565-0
dc.relation.urihttps://doi.org/10.1007/s13738-016-0871-5
dc.relation.urihttps://doi.org/10.1007/s40995-016-0049-0
dc.relation.urihttps://doi.org/10.1007/s40995-016-0122-8
dc.relation.urihttps://doi.org/10.1021/jm101212e
dc.relation.urihttps://doi.org/10.1016/00404-0399(50)1049N-
dc.relation.urihttps://doi.org/10.1021/jo050236r
dc.relation.urihttps://doi.org/10.1021/jm00060a012
dc.relation.urihttps://doi.org/10.1016/j.bmc.2007.05.052
dc.relation.urihttps://doi.org/10.1021/jo010828j
dc.relation.urihttps://doi.org/10.1021/jo048605r
dc.relation.urihttps://doi.org/10.1021/jo00126a071
dc.relation.urihttps://doi.org/10.1016/j.tetlet.2012.03.046
dc.relation.urihttps://doi.org/10.1016/j.cclet.2013.10.010
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/10.1021/cc900046f
dc.relation.urihttps://doi.org/10.3184/174751912X13547952669204
dc.relation.urihttps://doi.org/10.1021/co300148c
dc.relation.urihttp://dx.doi.org/10.3998/ark.5550190.0009.h23
dc.relation.urihttps://doi.org/10.1016/j.catcom.2015.02.009
dc.rights.holder© Національний університет „Львівська політехніка“, 2019
dc.rights.holder© Mohamadpour F., 2019
dc.subjectZnCl2
dc.subjectполізаміщені дигідро-2-оксопіроли
dc.subjectкаталізатор
dc.subjectодноступеневий синтез
dc.subjectФур‘є- та ЯМР спектроскопія
dc.subjectZnCl2
dc.subjectpolysubstituted dihydro-2-oxopyrroles
dc.subjectcatalyst
dc.subjectone-pot synthesis
dc.subjectFTIR
dc.subject1H NMR spectroscopy
dc.titleZnCl2-Catalyzed Four-Component Domino Reaction for One-Pot Eco-Safe and Convenient Synthesis of Polyfunctionalized Dihydro-2-oxopyrroles at Ambient Temperature
dc.title.alternativeЧотирикомпонентна ланцюгова реакція на ZnCl2 каталізаторі для одноступеневого екобезпечного синтезу поліфункціональних дигідро-2-оксопіролів за кімнатної температури
dc.typeArticle

Files

Original bundle

Now showing 1 - 2 of 2
Thumbnail Image
Name:
2019v13n2_Mohamadpour_F-ZnCl2_Catalyzed_Four_157-162.pdf
Size:
189.62 KB
Format:
Adobe Portable Document Format
Download
Thumbnail Image
Name:
2019v13n2_Mohamadpour_F-ZnCl2_Catalyzed_Four_157-162__COVER.png
Size:
522.04 KB
Format:
Portable Network Graphics
Download

License bundle

Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
2.94 KB
Format:
Plain Text
Description:
Download

Collections

Chemistry & Chemical Technology. – 2019. – Vol. 13, No. 2