This microreview considers methods for the synthesis of pyrrolo[1,2-b]pyridazine derivatives as well as their benzo-fused analogs – pyrrolo[1,2-b]cinnolines. Recently published examples of relevant synthetic methods have been arranged according to the reaction types.
Similar content being viewed by others
References
Ungureanu, M.; Mangalagiu, I.; Grosu, G.; Petrovanu, M. Ann. Pharm. Fr. 1997, 55, 69.
Nasir, A. I.; Gundersen, L.-L.; Rise, F.; Antonsen, Ø.; Kristensen, T.; Langhelle, B.; Bast, A.; Custers, I.; Haenen, G. R. M. M.; Wikström, H. Bioorg. Med. Chem. Lett. 1998, 8, 1829.
Østby, O. B.; Dalhus, B.; Gundersen, L.-L.; Rise, F.; Bast, A.; Haenen, G. R. M. M. Eur. J. Org. Chem. 2000, 3763.
Østby, O. B.; Gundersen, L.-L.; Rise, F.; Antonsen, Ø.; Fosnes, K.; Larsen, V.; Bast, A.; Custers, I.; Haenen, G. R. M. M. Arch. Pharm. 2001, 334, 21.
(a) Ohtani, M.; Fuji, M.; Fukui, Y.; Adachi, M. WO Patent 059999. (b) Salvati, M. E.; Illig, C. R.; Wilson, K. J.; Chen, J.; Meegalla, S. K.; Wall, M. J. US Patent 7030112B2. (c) Fu, J.-M. US Patent 7074791.
Hynes, J., Jr.; Wu, H.; Kempson, J.; Duan, J. J.-W.; Lu, Z.; Jiang, B.; Stachura, S.; Tokarski, J. S.; Sack, J. S.; Khan, J. A.; Lippy, J. S.; Zhang, R. F.; Pitt, S.; Shen, G.; Gillooly, K.; McIntyre, K.; Carter, P. H.; Barrish, J. C.; Nadler, S. G.; Salter-Cid, L. M.; Fura, A.; Schieven, G. L.; Pitts, W. J.; Wrobleski, S. T. Bioorg. Med. Chem. Lett. 2017, 27, 3101.
Kempson, J.; Ovalle, D.; Guo, J.; Wrobleski, S. T.; Lin, S.; Spergel, S. H.; Duan, J. J.-W.; Jiang, B.; Lu, Z.; Das, J.; Yang, B. V.; Hynes, J., Jr.; Wu, H.; Tokarski, J.; Sack, J. S.; Khan, J.; Schieven, G.; Blatt, Y.; Chaudhry, C.; Salter-Cid, L. M.; Fura, A.; Barrish, J. C.; Carter, P. H.; Pitts, W. J. Bioorg. Med. Chem. Lett. 2017, 27, 4622.
Duan, J. J.-W.; Lu, Z.; Jiang, B.; Yang, B. V.; Doweyko, L. M.; Nirschl, D. S.; Haque, L. E.; Lin, S.; Brown, G.; Hynes, J., Jr.; Tokarski, J. S.; Sack, J. S.; Khan, J.; Lippy, J. S.; Zhang, R. F.; Pitt, S.; Shen, G.; Pitts, W. J.; Carter, P. H.; Barrish, J. C.; Nadler, S. G.; Salter-Cid, L. M.; McKinnon, M.; Fura, A.; Schieven, G. L.; Wrobleski, S. T. Bioorg. Med. Chem. Lett. 2014, 24, 5721.
Cheng, Y.; Ma, B.; Wudl, F. J. Mater. Chem. 1999, 9, 2183.
Mitsumori, T.; Bednikov, M.; Sedó, J.; Wudl, F. Chem. Mater. 2003, 15, 3759.
Mitsumori, T.; Craig, I. M.; Martini, I. B.; Schwartz, B. J.; Wudl, F. Macromolecules 2005, 38, 4698.
Swamy, K. M. K.; Park, M. S.; Han, S. J.; Kim, S. K.; Kim, J. H.; Lee, C.; Bang, H.; Kim, Y.; Kim, S.-J.; Yoon, J. Tetrahedron 2005, 61, 10227.
Zbancioc, G. N.; Mangalagiu, I. I. Synlett 2006, 804.
Dumitraşcu, F.; Dumitrescu, D. G. ARKIVOC 2008, (i), 232.
Mironov, M. A.; Shulepov, I. D.; Kozhikhova, K. V.; Ivantsova, M. N.; Tokareva, M. I. Chem. Heterocycl. Compd. 2017, 53, 430. [Khim. Geterotsikl. Soedin. 2017, 53, 430.]
Zbancioc, G.; Moldoveanu, C.; Zbancioc, A. M.; Humelnicu, I.; Mangalagiu, I. I. Rev. Roum. Chim. 2016, 61, 441.
Butler, R. N.; Coyne, A. G. J. Org. Chem. 2015, 80, 1809.
Yuan, C.; Zhou, L.; Sun Z.; Guo, H. RSC Adv. 2016, 6, 77931.
Popa, M. M.; Georgescu, E.; Draghici, C.; Georgescu, F.; Dumitrascu, F.; Dumitrescu, D. Monatsh. Chem. 2015, 146, 2029.
Albota, F.; Draghici, C.; Caira, M. R.; Dumitrascu, F. Tetrahedron 2015, 71, 9095.
Mantu, D.; Maftei, D.; Iurea, D.; Ursu, C.; Bejan, V. Med. Chem. Res. 2014, 23, 2909.
Ames, D. E.; Chandrasekhar, S.; Simpson, R. J. Chem. Soc., Perkin. Trans. 1 1975, 2035.
Hamer, R. R. L.; Sekerak, D.; Effland, R. C.; Klein, J. T. J. Heterocycl. Chem. 1988, 25, 991.
Flitsch, W.; Lauterwein, J.; Leimkühler, M.; Leaver, D.; Lewinski, U.; Mattes, R.; Temme, R.; Wibbeling, B. Liebigs Ann. Chem. 1990, 627.
This work received financial support from the Russian Foundation for Basic Research (grant 18-33-01250).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(3), 199–201
Rights and permissions
About this article
Cite this article
Plieva, A.T. Methods for the synthesis of pyrrolo[1,2-b]pyridazine and pyrrolo[1,2-b]cinnoline derivatives (microreview). Chem Heterocycl Comp 55, 199–201 (2019). https://doi.org/10.1007/s10593-019-02441-5
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-019-02441-5