Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2012; 44(20): 3216-3224
DOI: 10.1055/s-0032-1317145
DOI: 10.1055/s-0032-1317145
paper
Palladium-Catalyzed Synthesis of Substituted Pyrido[2,3-d]pyridazines at Positions 5 and 8
Further Information
Publication History
Received: 22 June 2012
Accepted after revision: 27 July 2012
Publication Date:
31 August 2012 (online)
![](https://www.thieme-connect.de/media/synthesis/201220/lookinside/thumbnails/10.1055-s-0032-1317145-1.jpg)
Abstract
Several synthetic strategies were developed for the preparation of highly substituted pyrido[2,3-d]pyridazines. We particularly focused on the impact of the pyridine nitrogen atom on pyridazine ring reactivity toward aromatic substitutions, alkylations, or pallado-catalyzed cross-coupling reactions.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
References
- 1a Tao M, Raddatz R, Aimone LD, Hudkins RL. Bioorg. Med. Chem. Lett. 2011; 21: 6126
- 1b Sridhara AM, Reddy KR. V, Keshavayya J, Goud PS. K, Somashekar BC, Bose P, Peethambar SK, Gaddam SK. Eur. J. Med. Chem. 2010; 45: 4983
- 1c Alla MS. M. A, Hegab MI, Taleb NA. A, Hasabelnaby SM, Goudah A. Eur. J. Med. Chem. 2010; 45: 1267
- 1d Khalil AM, Berghot MA, Gouda MA. Eur. J. Med. Chem. 2009; 44: 4448
- 1e Cashman JR, Voelker T, Zhang HT, O’Donnell JM. J. Med. Chem. 2009; 52: 1530
- 1f Vina D, del Olmo E, Lopez-Perez JL, Feliciano AS. Tetrahedron 2009; 65: 1574
- 1g Menear KA, Adcock C, Boulter R, Cockcroft XL, Copsey L, Cranston A, Dillon KJ, Drzewiecki J, Garman S, Gomez S, Javaid H, Kerrigan F, Knights C, Lau A, Loh VM, Matthews IT. W, Moore S, O’Connor MJ, Smith GC. M, Martin NM. B. J. Med. Chem. 2008; 51: 6581
- 1h Strappaghetti G, Brodi C, Giannaccini G, Betti L. Bioorg. Med. Chem. Lett. 2006; 16: 2575
- 1i Cockcroft XL, Dillon KJ, Dixon L, Drzewiecki J, Kerrigan F, Loh VM, Martin NM. B, Menear KA, Smith GC. M. Bioorg. Med. Chem. Lett. 2006; 16: 1040
- 1j Piatnitski EL, Duncton MA. J, Kiselyov AS, Katoch-Rouse R, Sherman D, Milligan DL, Balagtas C, Wong WC, Kawakami J, Doody JF. Bioorg. Med. Chem. Lett. 2005; 15: 4696
- 1k Loh VM, Cockcroft XL, Dillon KJ, Dixon L, Drzewiecki J, Everlsey PJ, Gomez S, Hoare J, Kerrigan F, Matthews IT. W, Menear KA, Martin NM. B, Newton RF, Paul J, Smith GC. M, Vile J, Whittle AJ. Bioorg. Med. Chem. Lett. 2005; 15: 2235
- 1l Kaminskas LM, Pyke SM, Burcham PC. Org. Biomol. Chem. 2004; 2: 2578
- 2 Pakulska W, Malinowskl Z, Szczesniak AK, Czarnecka E, Epsztajn J. Arch. Pharmacol. 2009; 342: 41
- 3 Kaizerman JA, Aaron W, An SZ, Austin R, Brown M, Chong A, Huang T, Hungate R, Jiang B, Johnson MG, Lee G, Lucas BS, Orf J, Rong MQ, Toteva MM, Wickramasinghe D, Xu GF, Ye QP, Zhong WD, McMinn DL. Bioorg. Med. Chem. Lett. 2010; 20: 4607
- 4 For a review, see: Katritzky AR, Rachwal S, Rachwal B. Tetrahedron 1996; 52: 15031
- 5 Meijer L, Flajolet M, Greengard P. Trends Pharmacol. Sci. 2004; 25: 471
- 6 Knockaert M, Greengard P, Meijer L. Trends Pharmacol. Sci. 2002; 23: 417
- 7 Knippschild U, Gocht A, Wolff S, Huber N, Lohler J, Stoter M. Cell Signal. 2005; 17: 675
- 8 Ryoo SR, Jeong HK, Radnaabazar C, Yoo JJ, Cho HJ, Lee HW, Kim IS, Cheon YH, Ahn YS, Chung SH, Song WJ. J. Biol. Chem. 2007; 282: 34850
For selected examples, see: