Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 47, 2017 - Issue 19
214
Views
7
CrossRef citations to date
0
Altmetric
Original Articles

One-pot three-component protocol for the synthesis of substituted 2-aminothiazoles

, , , , &
Pages 1758-1764 | Received 21 Feb 2017, Published online: 09 Aug 2017

References

  • (a) Brandt, A.; Cerquetti, M.; Corsi, G. B. J. Med. Chem. 1987, 30, 764–767; (b) Flanagan, M. E.; Brickner, S. J.; Lall, M.; Casavant, J.; Deschenes, L.; Finegan, S. M.; George, D. M.; Granskog, K.; Hardink, J. R.; Huband, M. D.; Hoang, T.; Lamb, L.; Marra, A.; Mitton-Fry, M.; Mueller, J. P.; Mullins, L. M.; Noe, M. C.; O’Donnell, J. P.; Pattavina, D.; Penzien, J. B.; Schuff, B. P.; Sun, J.; Whipple, D. A.; Young, J.; Gootz, T. D. ACS Med. Chem. Lett. 2011, 2, 385–390; (c) Karuvalam, R. P.; Haridas, K. R.; Nayak, S. K.; Row, T. N. G.; Rajeesh, P.; Rishikesan, R.; Kumari, N. S. Eur. J. Med. Chem. 2012, 49, 172–182; (d) Jagdale, B. S.; Adole, V. A. IJPRS 2015, 4, 46–49; (e) Cui, S.; Addla, D.; Zhou, C. J. Med. Chem. 2016, 59, 4488–4510.
  • Liu, R.; Huang, Z.; Murray, M. G.; Guo, X.; Liu, G. J. Med. Chem. 2011, 54, 5747–5768.
  • (a) Ghaemmaghami, S.; May, B. C. H.; Renslo, A. R.; Prusiner, S. B. J. Virol. 2010, 84, 3408–3412; (b) Gallardo-Godoy, A.; Gever, J.; Fife, K. L.; Silber, B. M.; Prusiner, S. B.; Renslo, A. R. J. Med. Chem. 2011, 54, 1010–1021.
  • (a) Franklin, P. X.; Pillai, A. D.; Rathod, P. D.; Yarande, S.; Nivsarkar, M.; Padh, H.; Vasu, K. K.; Sudarsanam, V. Eur. J. Med. Chem. 2008, 43, 129–134; (b) Inamdar, G. S.; Pandya, A. N.; Thakar, H. M.; Sudarsanam, V.; Kachler, S.; Sabbadin, D.; Moro, S.; Klotz, K.-N.; Vasu, K. K. Eur. J. Med. Chem. 2013, 63, 924–934.
  • (a) Romagnoli, R.; Baraldi, P. G.; Carrion, M. D.; Cruz-Lopez, C.; Cara, C. L.; Basso, G.; Viola, G.; Khedr, M.; Balzarini, J.; Mahboobi, S.; Sellmer, A.; Brancale, A.; Hamel, E. J. Med. Chem. 2009, 52, 5551–5555; (b) Hitchin, J. R.; Blagg, J.; Burke, R.; Burns, S.; Cockerill, M. J.; Fairweather, E. E.; Hutton, C.; Jordan, A. M.; McAndrew, C.; Mirza, A.; Mould, D.; Thomson, G. J.; Waddell, I.; Ogilvie, D. J. Med. Chem. Commun. 2013, 4, 1513–1522.
  • (a) Hantzsch, A.; Weber, J. H. Chemische Berichte 1887, 20, 3118; (b) Ochiai, M.; Nishi, Y.; Hashimoto, S.; Tsuchimoto, Y.; Chen, D. W. J. Org. Chem. 2003, 68, 7887–7888; (c) Kabalka, G. W.; Mereddy, A. R. Tetrahedron Lett. 2006, 47, 5171–5172; (d) Donohoe, T. J.; Kabeshov, M. A.; Rathi, A. H.; I. Smith, E. D. Org. Biomol. Chem. 2012, 10, 1093–1101; (e) Facchinetti, V.; Avellar, M. M.; Nery, A. C. S.; Gomes, C. R. B.; Vasconcelos, T. R. A.; de Souza, M. V. N. Synthesis 2016, 48, 437–440.
  • (a) Karade, H.; Sathe, M.; Kaushik, M. P. Catal. Commun. 2007, 8, 741–746; (b) Zav’yalov, S. I.; Kravchenko, N. E.; Ezhova, G. I.; Kulikova, L. B.; Zavozin, A. G.; Dorofeeva, O. V. Pharm. Chem. J. 2007, 41, 105–108; (c) Yin, G.; Ma, J.; Shi, H.; Tao, Q. Heterocycles 2012, 85, 1941–1948; (d) Jagdale, B. S.; Adole, V. A. IJPRS 2015, 4, 46–49; (e) Zhao, J.; Xu, J.; Chen, J.; He, M.; Wang, X. Tetrahedron 2015, 71, 539–543; (f) Sadeghi, M.; Safari, J.; Zarnegar, Z. RSC Adv. 2016, 6, 64749–64755; (g) Ghodse, S. M.; Telvekar, V. N. Tetrahedron Lett. 2015, 56, 472–474.
  • (a) Sasmal, P. K.; Chandrasekhar, A.; Sridhar, S.; Iqbal, J. Tetrahedron, 2008, 64, 11074–11080; (b) Tang, X.; Zhu, Z.; Qi, C.; Wu, W.; Jiang, H. Org. Lett. 2016, 18, 180–183.
  • Shinde, M. H.; Kshirsagar, U. A. Green Chem. 2016, 18, 1455–1458.
  • (a) Karmarkar, S. N.; Kelkar, S. L.; Wadia, M. S. Synthesis 1985, 5, 510–512; (b) Mikesell, P., Schwaebe, M., OiMare, M., Little, R. O. Acta Chemica Scandinavica 1999, 53, 792–799; (c) Desai, U. V., Pore, D. M., Mane, R. B., Solabannavar, S. B., Wadgaonkar, P. P. Synthetic Commun. 2004, 34, 19–24; (d) Greger, J. G., Yoon-Miller, S. J. P., Bechtold, N. R.; Flewelling, S. A.; MacDonald, J. P.; Downey, C. R.; Cohen, E. A.; Pelkey, E. T. J. Org. Chem. 2011, 76, 8203–8214; (e) Vidal-Albalat, A., Rodríguez, S., González, F. V. Org. Lett. 2014, 16, 1752–1755; (f) Zhao, D.; Guo, S.; Guo, X.; Zhang, G.; Yu, Y. Tetrahedron, 2016, 72, 5285–5289.
  • (a) Courtier, A. J. U. S. Patent 2 521 778, 1950; (b) Armitage, M. A.; Cashyap, M. M.; Saunders, D. J Labelled. Compd. Rad. 1986, 23, 343–354.
  • (a) Ibrahim, M. M.; Grau, D.; Hampel, F.; Tsogoeva, S. B. Eur. J. Org. Chem. 2014, 7, 1401–1405; (b) Guo, X.; Chen W.; Chen, B.; Huang, W.; Qi, W.; Zhang, H.; Yu, Y. Org. Lett. 2015, 17, 1157–1159.
  • (a) Kwon, K.-H.; Serrano, C. M.; Koch, M.; Barrows, L. R.; Looper, R. E. Org. Lett. 2014, 16, 6048–6051; (b) Rassadin, V. A.; Boyarskiy, V. P.; Kukushkin, V. Y. Org. Lett. 2015, 17, 3502–3505.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.