View More View Less
  • 1 School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff, CF10 3AT, UK
  • | 2 Neem Biotech, Willowbrook Technical Units, Llandogo Road, St. Mellons, Cardiff, CF3 0EF, UK
Restricted access

Abstract

Using mild conditions and short reaction times, symmetrical disulfides have been synthesized in flow chemistry using phase transfer catalysts to facilitate the substitution of organohalides with disodium disulfide. Also, the synthesis of symmetrical trisulfides was possible using this procedure with an additional equivalent of sulfur.

  • 1. Joshi, A. V.; Bhusare, S.; Baidossi, M.; Qafisheh, N.; Sasson, Y. Tetrahedron Lett. 2005, 46, 35833585.

  • 2. (a) Singh, D.; Galetto, F. Z.; Soares, L. C.; Rodrigues, O. E. D.; Braga, A. L. Eur. J. Org. Chem. 2010, 26612665;

    (b)Thurow, S.; Pereira, V. A.; Martinez, D. M.; Alves, D.; Perin, G.; Jacob, R. G.; Lenardão, E. J. Tetrahedron Lett. 2011, 52, 640643.

    • Search Google Scholar
    • Export Citation
  • 3. Ghorbani-Choghamarani, A.; Nikoorazm, M.; Goudarziafshar, H.; Tahmasbi, B. Bull. Korean Chem. Soc. 2009, 30, 13881390.

  • 4. Ghorbani-Choghamarani, A.; Nikoorazm, M.; Goudarziafshar, H.; Shokr, A.; Almasi, H. J. Chem. Sci. 2011, 123, 453457.

  • 5. (a) Lenardão, E. J.; Lara, R. G.; Silva, M. S.; Jacob, R. G.; Perin, G. Tetrahedron Lett. 2007, 48, 76687670;

    (b)Sengupta, D.; Basu, B. Tetrahedron Lett. 2013, 54, 22772281.

  • 6. Banfield, S. C.; Omori, A. T.; Leisch, H.; Hudlicky, T. J. Org. Chem. 2007, 72, 49894992.

  • 7. Chowdhury, S.; Samuel, P. M.; Das, I.; Roy, S. J. Chem. Soc., Chem. Commun. 1994, 1993–1994.

  • 8. Polshettiwar, V.; Nivsarkar, M.; Acharya, J.; Kaushik, M. P. Tetrahedron Lett. 2003, 44, 887889.

  • 9. Dhar, P.; Chandrasekaran, S. J. Org. Chem. 1989, 54, 29983000.

  • 10. Sonavane, S. U.; Chidambaram, M.; Almog, J.; Sasson, Y. Tetrahedron Lett. 2007, 48, 60486050.

  • 11. Block, E.; Ahmad, S.; Catalfamo, J. L.; Jain, M. K.; Apitzcastro, R. J. Am. Chem. Soc. 1986, 108, 70457055.

  • 12. Wang, H. C.; Yang, J. H.; Hsieh, S. C.; Sheen, L. Y. J. Agric. Food Chem. 2010, 58, 70967103.

  • 13. Predmore, B. L.; Kondo, K.; Bhushan, S.; Zlatopolsky, M. A.; King, A. L.; Aragon, J. P.; Grinsfelder, D. B.; Condit, M. E.; Lefer, D. J. Am. J. Physiol. 2012, 302, H2410H2418.

    • Search Google Scholar
    • Export Citation
  • 14. Kertmen, A.; Lach, S.; Rachon, J.; Witt, D. Synthesis 2009, 14591462.

  • 15. (a) Lach, S.; Sliwka-Kaszynska, M.; Witt, D. Synlett 2010, 28572860;

    (b)Demkowicz, S.; Rachon, J.; Witt, D. Synthesis 2008, 20332038.

  • 16. The micromixing device “Comet X-01,” available from Techno Applications Co., Ltd., 34-16-204, Hon, Denenchofu, Oota, Tokyo 145–0072, Japan, was used.

  • 17. Hutchings, M.; Ahmed-Omer, B.; Wirth, T. In Microreactors in Organic Chemistry and Catalysis, edition 2; Wirth, T., ed.; Wiley-VCH, Weinheim, 2013; 197219.

    • Search Google Scholar
    • Export Citation
  • 18. Ahmed, B.; Barrow, D.; Wirth, T. Adv. Synth. Catal. 2006, 348, 10431048.

  • 19. Ahmed-Omer, B.; Barrow, D. A.; Wirth, T. Tetrahedron Lett. 2009, 50, 33523355.

Manuscript Submission: HERE

  • Impact Factor (2019): 3.622
  • Scimago Journal Rank (2019): 0.795
  • SJR Hirsch-Index (2019): 20
  • SJR Quartile Score (2019): Q1 Chemistry (miscellenous)
  • SJR Quartile Score (2019): Q1 Fluid Flow and Transfer Processes
  • SJR Quartile Score (2019): Q2 Organic Chemistry
  • Impact Factor (2018): 2.277
  • Scimago Journal Rank (2018): 0.58
  • SJR Hirsch-Index (2018): 17
  • SJR Quartile Score (2018): Q1 Fluid Flow and Transfer Processes
  • SJR Quartile Score (2018): Q2 Organic Chemistry

Journal of Flow Chemistry
Language English
Size A4
Year of
Foundation
2011
Volumes
per Year
1
Issues
per Year
4
Founder Áramlásos Kémiai Tudományos Társaság
Founder's
Address
H-1031 Budapest, Hungary Záhony utca 7.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 2062-249X (Print)
ISSN 2063-0212 (Online)