The most recent approaches toward isoxazolo[4,5-b]pyridine derivatives are discussed. The microreview covers the latest selected examples (2012–2022) on the synthesis of isoxazolo[4,5-b]pyridines via two main approaches: annulation of a pyridine ring to 4-aminoisoxazoles and isoxazole ring closure in functionalized pyridine derivatives. In addition, some special cases of the isoxazolo[4,5-b]pyridine system formation will be mentioned.
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Barmade, M. A.; Murumkar, P. R.; Sharma, M. K.; Yadav, M. R. Curr. Top. Med. Chem. 2016, 16, 2863.
Thalji, R. K.; Raha, K.; Andreotti, D.; Checchia, A.; Cui, H.; Meneghelli, G.; Profeta, R.; Tonelli, F.; Tommasi, S.; Bakshi, T.; Donovan, B. T.; Howells, A.; Jain, S.; Nixon, C.; Quinque, G.; McCloskey, L.; Bax, B. D.; Neu, M.; Chan, P. F.; Stavenger, R. A. Bioorg. Med. Chem. Lett. 2019, 29, 1407.
Rajanarendar, E.; Raju, S.; Nagi Reddy, M.; Rama Krishna, S.; Hari Kiran, L.; Ram Narasimha Reddy, A.; Narasimha Reddy, Y. Eur. J. Med. Chem. 2012, 50, 274.
Poręba, K.; Wietrzyk, J. Adv. Clin. Exp. Med. 2012, 21, 563.
Balog, J. A.; Huang, A.; Velaparthi, U.; Liu, P. WO Patent 2013049263.
Engers, D. W.; Blobaum, A. L.; Gogliotti, R. D.; Cheung, Y.-Y.; Salovich, J. M.; Garcia-Barrantes, P. M.; Daniels, J. S.; Morrison, R.; Jones, C. K.; Soars, M. G.; Zhuo, X.; Hurley, J.; Macor, J. E.; Bronson, J. J.; Conn, P. J.; Lindsley, C. W.; Niswender, C. M.; Hopkins, C. R. ACS Chem. Neurosci. 2016, 7, 1192.
Conn, P. J.; Hopkins, C. R.; Lindsley, C. W.; Niswender, C. M.; Engers, D. W.; Panarese, J.; Bollinger, S.; Engers, J. WO Patent 2016115282.
Skerlj, R. T.; Bourque, E. M. J.; Greenlee, W. J.; Lansbury, P. T. WO Patent 2017192930.
Yu, W.; Bulger, P. G.; Maloney, K. M. Green Chem. 2016, 18, 4941.
Tichenor, M. S.; Keith, J. M.; Jones, W. M.; Pierce, J. M.; Merit, J.; Hawryluk, N.; Seierstad, M.; Palmer, J. A.; Webb, M.; Karbarz, M. J.; Wilson, S. J.; Wennerholm, M. L.; Woestenborghs, F.; Beerens, D.; Luo, L.; Brown, S. M.; De Boeck, M.; Chaplan, S. R.; Breitenbucher, J. G. Bioorg. Med. Chem. Lett. 2012, 22, 7357.
Hong, Y. R.; Kim, H. T.; Ro, S.; Cho, J. M.; Lee, S. H.; Kim, I. S.; Jung, Y. H. Bioorg. Med. Chem. Lett. 2014, 24, 3142.
Hufnagel, B.; Zhu, W. F.; Franz, H. M.; Proschak, E.; Hernandez-Olmos, V. ChemistryOpen 2022, 11, e202200252.
Morita, T.; Fukuhara, S.; Fuse, S.; Nakamura, H. Org. Lett. 2018, 20, 433.
Fukuhara, S.; Yugandar, S.; Fuse, S.; Nakamura, H. ACS Omega 2018, 3, 16472.
Rajanarendar, E.; Shireesha, B.; Durgaiah, G. Bioorg. Med. Chem. Lett. 2012, 22, 6677.
Rajanarendar, E.; Venkateshwarlu, P.; Ramakrishna, S.; Reddy, K. G.; Reddy, M. N.; Reddy, Y. N. World J. Pharm. Pharm. Sci. 2014, 3, 958.
Poręba, K.; Wietrzyk, J. PL Patent 215605.
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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2023, 59(4/5), 240–242
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Nikol’skiy, V.V., Starosotnikov, A.M. Synthesis of isoxazolo[4,5-b]pyridine derivatives (microreview). Chem Heterocycl Comp 59, 240–242 (2023). https://doi.org/10.1007/s10593-023-03186-y
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DOI: https://doi.org/10.1007/s10593-023-03186-y