Error message

  • Deprecated function: Unparenthesized `a ? b : c ? d : e` is deprecated. Use either `(a ? b : c) ? d : e` or `a ? b : (c ? d : e)` in include_once() (line 1439 of /home/science2016/public_html/includes/bootstrap.inc).
  • Deprecated function: Array and string offset access syntax with curly braces is deprecated in include_once() (line 3557 of /home/science2016/public_html/includes/bootstrap.inc).

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

Farzaneh Mohamadpour1
Affiliation: 
1 School of Engineering, Apadana Institute of Higher Education, Shiraz, Iran Mohamadpour.f.7@gmail.com
DOI: 
https://doi.org/10.23939/chcht14.01.014
AttachmentSize
PDF icon full_text.pdf276.73 KB

Keywords:

Abstract: 
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.
References: 

[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