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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 3
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Articles

Rapid access to novel 2-alkylthiopyrimidine derivatives and attempt of their Tacrine analogs synthesis

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Pages 395-403 | Received 14 Sep 2018, Published online: 13 Jan 2019

References

  • (a) Lagoja, I. M. Chem. Biodivers. 2005, 2, 1-50. (b) Undheim, K.; Benneche, T. In Comprehensive Heterocyclic Chemistry II. Katritzky AR, Ress CW, Scriven EFV, Pergamon Mckillop A, Eds. Vol. 6; Oxford, U.K.: Oxford, 1996; pp 93-213. (c) Walker, S. R.; Carter, E. J.; Huff, B. C.; Morris, J. C. Chem. Rev. 2009, 109, 3080-3098. (d) Michael, J. P. Nat. Prod. Rep. 2005, 22, 627-646.
  • (a) Nagourney, R. A.; Fox, P.; Schein, P. S. Canc. Res. 1978, 38, 65-68. (b) Russell, P. B.; Hitchings, G. H. J. Am. Chem. Soc. 1951, 73, 3763-3770. (c) Webb, M. E.; Marquet, A.; Mendel, R. R.; Rebeille, F.; Smith, A. G. Nat. Prod. Rep. 2007, 24, 963-971. (d) Gangjee, A.; Vasudevan, A.; Queener, S. F.; Kisliuk, R. L. J. Med. Chem. 1996, 39, 1438-1446. (e) Limpert, A. S.; Mattman, M. E.; Cosford, N. D. P. Beilstein J. Org. Chem. 2013, 9, 717-732. (f) Large, J. M.; Torr, J. E.; Raynaud, F. I.; Clarke, P. A.; Hayes, A.; di Stefano, F.; Urban, F.; Shuttleworth, S. J.; Saghir, N.; Sheldrake, P.; et al. Bioorg. Med. Chem. 2011, 19, 836-851.
  • Dickinson, R. P.; Bell, A. S.; Hitchcock, C. A.; Narayanaswami, S.; Ray, S. J.; Richardson, K.; Troke, P. F. Bioorg. Med. Chem. Lett. 1996, 6, 2031-2036. doi:10.1016/0960-894X(96)00363-0.
  • Frutos, R. P.; Wei, X.; Patel, N. D.; Tampone, T. G.; Mulder, J. A.; Busacca, C. A.; Senanayake, C. H. J. Org. Chem. 2013, 78, 5800-5803. doi:10.1021/jo400720p
  • Brodfuehrer, P. R.; Chen, B. C.; Sattelberg, T. T.; Smith, P. R.; Reddy, J. P.; Stark, D. R.; Quinlan, S. L.; Reid, J. G.; Thottathil, J. K.; Wang, S. J. Org. Chem. 1997, 62, 9192-9202. doi:10.1021/jo971368q.
  • Fuji, M.; Obora, Y. I. Org. Lett. 2017, 19, 5569-5572. doi:10.1021/acs.orglett.7b02708
  • Nassar, E. J. Am. Sci. 2010, 6, 463-471.
  • Nagarapu, L.; Vanaparthi, S.; Bantu, R.; Kumar, C. G. Eur. J. Med. Chem. 2013, 69, 817-822. doi:10.1016/j.ejmech.2013.08.024
  • Jaiprakash, S. B.; Sasidhar, B. S. Pharm. Lett. 2012, 4, 344-348.
  • Mohamed, M. S.; Youns, M. M.; Ahmed, N. M. Med. Chem. Res. 2014, 23, 3374-3388. doi:10.1007/s00044-014-0916-1.
  • Tejedor, D.; Lopez-Tosco, S.; García-Tellado, F. J. Org. Chem. 2013, 78, 3457-3463. doi:10.1021/jo400090w
  • Sasada, T.; Kobayashi, F.; Sakai, N.; Konakahara, T. Org. Lett. 2009, 11, 2161-2164. doi:10.1021/ol900382j
  • Baran, P. S.; Shenvi, R. A.; Nguyen, S. A. Heterocycles 2006, 70, 581-586. doi:10.3987/COM-06-S(W)27
  • Hill, M. D.; Movassaghi, M. Chemistry 2008, 14, 6836-6844. doi:10.1002/chem.200800014
  • D’Souza, D. M.; Mueller, T. J. J. Chem. Soc. Rev. 2007, 36, 1095-1108. doi:10.1039/B608235C
  • Movassaghi, M.; Hill, M. D. J. Am. Chem. Soc. 2006, 128, 14254-14255. doi:10.1021/ja066405m
  • Kakiya, H.; Yagi, K.; Shinokubo, H.; Oshima, K. J. Am. Chem. Soc. 2002, 124, 9032-9033. doi:10.1021/ja0269284
  • Heravi, M. M.; Sadjadi, S.; Oskooie, H. A.; Shoar, R. H.; Bamoharram, F. F. Tetrahedron Lett. 2009, 50, 662-666. doi:10.1016/j.tetlet.2008.11.105.
  • Karpov, A. S.; Müller, T. J. Org. Lett. 2003, 5, 3451-3454. doi:10.1021/ol035212q
  • Phan, N. H. T.; Sohn, J. H. Tetrahedron 2014, 70, 7929-7935. doi:10.1016/j.tet.2014.08.057.
  • (a) Lee, O. S.; Lee, H.; Kim, H.; Shin, H.; Sohn, J. H. Tetrahedron 2015, 71, 2936-2944. (b) Lee, O. K.; Kim, H.; Lee, H. S.; Shin, H.; Sohn, J. H. Bull. Korean Chem. Soc. 2016, 37, 242-245. doi:10.1002/bkcs.10641.
  • (a) Derabli, C.; Boulcina, R.; Kirsch, G.; Debache, A. Tetrahedron 2017, 73, 351-358. (b) Mahdjoub, S.; Derabli, C.; Boulcina, R.; Kirsch, G.; Debache, A. J. Chem. Res. (S) 2016, 40, 449-452. (c) Derabli, C.; Mahdjoub, S.; Boulcina, R.; Boumoud, B.; Merazig, H.; Debache, A. Chem. Heterocycl Comp. 2016, 52, 99-103. (d) Derabli, C.; Boulcina, R.; Kirsch, G.; Carboni, B.; Debache, A. Tetrahedron Lett. 2014, 55, 200-204. doi:10.1016/j.tetlet.2013.10.157.
  • Masquelin, T.; Sprenger, D.; Baer, R.; Gerber, F.; Mercadal, Y. Helv. Chim. Acta 1998, 81, 646-660. doi:10.1002/hlca.19980810315.
  • (a) Rostamizadeh, S.; Nojavan, M. J. Heterocyclic Chem 2014, 51, 418-422. (b) Xu, L.; Gu, C.; Li, R.; Yu, Y.; Wang, T. J. Iran. Chem. Soc 2016, 13, 597-604. (c) Derabli, C.; Boualia, I.; Abdelwahab, A. B.; Boulcina, R.; Bensouici, C.; Kirsch, G.; Debache, A. Bioorg. Med. Chem. Lett 2018, 28, 2481-2484. doi:10.1002/jhet.1755

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