[3+2] Cycloaddition-based one-pot synthesis of 3,9-diazabicyclo[4.2.1]nonane-containing scaffold

Author:

Zhang Xiaofeng,Legris Marc,Muthengi Alex,Zhang Wei

Publisher

Springer Science and Business Media LLC

Subject

Organic Chemistry

Reference19 articles.

1. Reviews on 1,3-dipolar cycloadditions: (a) Synthetic Application of 1,3-Dipolar Cycloaddition Chemistry toward Heterocycles and Natural Products; Padwa, A.; Pearson, W. H., Eds.; Wiley: Hoboken, 2003. (b) Kantorowski, E. J.; Kurth, M. J. Mol. Diversity 1997, 2, 207. (c) Nájera, C.; Sansano, J. M. Curr. Org. Chem. 2003, 7, 1105. (d) Coldham, I.; Hufton, R. Chem. Rev. 2005, 105, 2765. (e) Rück-Braun, K.; Freysoldt, T. H. E.; Wierschem, F. Chem. Soc. Rev. 2005, 34, 507. (f) Harju, K.; Yli-Kauhaluoma, J. Mol. Diversity 2005, 9, 187. (g) Medvedeva, S. M.; Shikhaliev, K. S. Chem. Heterocycl. Compd. 2016, 52, 687. [Khim. Geterotsikl. Soedin. 2016, 52, 687.] (h) Padwa, A.; Bur, S. Chem. Heterocycl. Compd. 2016, 52, 616. [Khim. Geterotsikl. Soedin. 2016, 52, 616.]

2. Reviews on fluorous technology facilitated synthesis: (a) Zhang, W. Tetrahedron 2003, 59, 4475. (b) Zhang, W. Chem. Rev. 2004, 104, 2531. (c) Zhang, W.; Curran, D. P. Tetrahedron 2006, 62, 11837. (d) Zhang, W. Chem. Rev. 2009, 109, 749. (e) Kadam, A.; Ding, S.; Piqani, B.; Zhang, W. J. Chin. Chem. Soc. 2011, 58, 575.

3. Fluorous MCRs: (a) Kadam, A.; Zhang, Z.; Zhang, W. Curr. Org. Synth. 2011, 8, 295. (b) McKeown, M. R.; Shaw, D. L.; Fu, H.; Liu, S.; Xu, X.; Marineau, J. J.; Huang, Y.; Zhang, X.; Buckley, D. L.; Kadam, A.; Zhang, Z.; Blacklow, S. C.; Qi, J.; Zhang, W.; Bradner, J. E. J. Med. Chem. 2014, 57, 9019. (c) Kadam, A.; Bellinger, S.; Zhang, W. Green Process. Synth. 2013, 2, 491. (d) Zhang, W. Comb. Chem. High Throughput Screen. 2007, 10, 219. (e) Lu. Y.; Zhang, W. QSAR Comb. Sci. 2004, 23, 827.

4. Selected examples of PASE synthesis: (a) Clarke, P. A.; Santos, S.; Martin, W. H. C. Green Chem. 2007, 9, 438. (b) Prasanna, P.; Perumal, S.; Menéndez, J. C. Green Chem. 2013, 15, 1292. (c) Hayashi, Y.; Umemiya, S. Angew. Chem., Int. Ed. 2013, 52, 3450. (d) Bhuyan, D.; Sarma, R.; Dommaraju, Y.; Prajapati, D. Green Chem. 2014, 16, 1158.

5. Zhang, W. Chem. Lett. 2013, 42, 676.

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