This microreview is devoted to the recent developments in the synthesis of 5-imino- and 5-oxothiazolo-[3,2-a]pyridines. General synthetic strategy toward fused thiazolopyridine ring system utilizing azahetaryl precursors is discussed.
Similar content being viewed by others
References
Youssef, A. M.; Malki, A.; Badr, M. H.; Elbayaa, R. Y.; Sultan, A. S. Med. Chem. 2012, 8, 151.
Youssef, A. M.; Noaman, E. Arzneim. Forsch. 2007, 57, 547.
Manfroni, G.; Meschini, F.; Barreca, M. L.; Leyssen, P.; Samuele, A.; Iraci, N.; Sabatini, S.; Massari, S.; Maga, G.; Neyts, J.; Cecchetti, V. Bioorg. Med. Chem. 2012, 20, 866.
Tarantino, D.; Cannalire, R.; Mastrangelo, E.; Croci, R.; Querat, G.; Barreca, M. L.; Bolognesi, M.; Manfroni, G.; Cecchetti, V.; Milani, M. Antiviral Res. 2016, 134, 226.
Chorell, E.; Pinkner, J. S.; Phan, G.; Edvinsson, S.; Buelens, F.; Remaut, H.; Waksman, G.; Hultgren, S. J.; Almqvist, F. J. Med. Chem. 2010, 53, 5690.
Chorell, E.; Pinkner, J. S.; Bengtsson, C.; Edvinsson, S.; Cusumano, C. K.; Rosenbaum, E.; Johansson, L. B. A.; Hultgren, S. J.; Almqvist, F. Chem.–Eur. J. 2012, 18, 4522.
Bengtsson, C.; Lindgren, A. E. G.; Uvell, H.; Almqvist, F. Eur. J. Med. Chem. 2012, 54, 637.
Krishnan, K. S.; Bengtsson, C.; Good, J. A. D.; Mirkhanov, S.; Chorell, E.; Johansson, L. B.; Almqvist, F. J. Org. Chem. 2013, 78, 12207.
Good, J. A. D.; Silver, J.; Núñez-Otero, C.; Bahnan, W.; Krishnan, K. S.; Salin, O.; Engström, P.; Svensson, R.; Artursson, P.; Gylfe, Å.; Bergström, S.; Almqvist, F. J. Med. Chem. 2016, 59, 2094.
Kasprzyk, W.; Bednarz, S.; Żmudzki, P.; Galica, M.; Bogdał, D. RSC Adv. 2015, 5, 34795.
Kasprzyk, W.; Bednarz, S.; Bogdał, D. Chem. Commun. 2013, 49, 6445.
Yang, S.; Sun, X.; Wang, Z.; Wang, X.; Guo, G.; Pu, Q. Sensors Actuators, B 2017, 253, 752.
Fang, Q.; Wang, Q.; Lin, W.; You, X.; Dong, Y.; Chi, Y. Sensors Actuators, B 2017, 244, 771.
El-Gaby, M. S. A.; Al-Sehemi, A. G.; Mohamed, Y. A.; Ammar, Y. A. Phosphorus, Sulfur Silicon Relat. Elem. 2006, 181, 631.
Yamamoto, Y.; Kurohara, T.; Shibuya, M. Chem. Commun. 2015, 51, 16357.
Liu, F.; Liebeskind, L. S. J. Org. Chem. 1998, 63, 2835.
Hassan, S. M.; Abdel Aal, M. M.; El-Maghraby, A. A.; Bashandy, M. S. Phosphorus, Sulfur Silicon Relat. Elem. 2009, 184, 427.
Bashandy, M. S.; Abd El-Gilil, S. M. Heterocycles 2016, 92, 431.
Bondock, S.; Tarhoni, A. E. G.; Fadda, A. A. J. Heterocycl. Chem. 2014, 51, 249.
Milokhov, D. S.; Khilya, O. V.; Turov, A. V.; Medviediev, V. V.; Shishkin, O. V.; Volovenko, Y. M. Tetrahedron 2014, 70, 1214.
Volovenko, Y. M.; Shokol, T. V. Chem. Heterocycl. Compd. 2003, 39, 545. [Khim. Geterotsikl. Soedin. 2003, 629.]
Zahedifar, M.; Sheibani, H. Chem. Heterocycl. Compd. 2016, 52, 41. [Khim. Geterotsikl. Soedin. 2016, 52, 41.]
De Silva, H. I.; Henry, W. P.; Pittman, C. U., Jr. Synthesis 2012, 3337.
Hachiya, I.; Atarashi, M.; Shimizu, M. Heterocycles 2006, 67, 523.
Hachiya, I.; Minami, Y.; Aramaki, T.; Shimizu, M. Eur. J. Org. Chem. 2008, 1411.
Faty, R. A. M.; Youssef, A. M. S. Curr. Org. Chem. 2009, 13, 1577.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(11), 1184–1186
Rights and permissions
About this article
Cite this article
Milokhov, D.S., Khilya, O.V. Synthesis of 5-imino- and 5-oxothiazolo[3,2-a]pyridines (microreview). Chem Heterocycl Comp 53, 1184–1186 (2017). https://doi.org/10.1007/s10593-018-2192-3
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-018-2192-3