Bulletin of the Korean Chemical Society

  • 제33권1호
  • /
  • Pages.90-94
  • /
  • 2012
  • /
  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지
DOI QR코드

DOI QR Code

Reactions of Some Furan-3-ones with 2,3-Diaminopyridine and its Derivatives

  • Sacmacl, Mustafa (Department of Chemistry, Faculty of Arts and Sciences, Bozok University) ;
  • Bolukbasl, Hilal (Department of Chemistry, Faculty of Arts and Sciences, Bozok University) ;
  • Sahin, Ertan (Department of Chemistry, Faculty of Science, Ataturk University)
  • 투고 : 2011.10.01
  • 심사 : 2011.11.03
  • 발행 : 2012.01.20
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

The furan-2-ylidene acetates (3a-d), obtained from the furan-2,3-diones (1a-b) and methyl/ethyl (triphenylphosphoranylidene)-acetates (2a-b), were converted via the Michael type reactions with 2,3-diaminopyridine and its derivatives (4a-c) into the corresponding pyrrol-2-ylidene-acetates (5a-j) in moderate yields (45-94%). Structures of these compounds were determined by the IR, NMR, elemental analysis, and X-ray diffraction method.

키워드

참고문헌

  1. Robertson, J.; Hatley, R. J. D.; Watkin, D. J. J. Chem. Soc. Perkin Trans 1 2000, 20, 3389.
  2. Robinson, R. S.; Dovey, M. C.; Gravestock, D. Tetrahedron Lett. 2004, 45, 6787. https://doi.org/10.1016/j.tetlet.2004.07.019
  3. Demirayak, S.; Karaburun, A. C.; Kiraz, N. Eur. Journal of Med. Chem. 1999, 34, 275. https://doi.org/10.1016/S0223-5234(99)80062-2
  4. Halazy, S.; Magnus, P. Tetrahedron Lett. 1984, 25, 1421. https://doi.org/10.1016/S0040-4039(01)80176-3
  5. Thiault, G. A.; Guen, Y. Le, Boucherle, Walrant, A. P. Farmaco Sci. 1984, 39, 524.
  6. Bijev, A. Arzneim.-Fors/Drug Res. 2006, 56, 96.
  7. Sbardella, G.; Mai, A.; Artico, M.; Loddo, R.; Setzuc, M. G.; Collac, P. L. Biorg. Med. Chem. Lett. 2004, 14, 1537. https://doi.org/10.1016/j.bmcl.2004.01.010
  8. Brikner, C.; Leyck, S.; Christ, B. K. Kesselring, German Patent 3, 1986, 506.
  9. Schmuck, A. C.; Rupprecht, D. Synthesis 2007, 3095.
  10. Bellina, F.; Rossi, R. Tetrahedron 2006, 62, 7213. https://doi.org/10.1016/j.tet.2006.05.024
  11. Balme, G. Angew. Chem. Int. Ed. 2004, 43, 6238. https://doi.org/10.1002/anie.200461073
  12. Ungoren, . H.; Saçmac , M.; Akcamur, Y.; Ar c , C.; Ulku, D. J. Heterocyclic Chem. 2004, 41, 151. https://doi.org/10.1002/jhet.5570410203
  13. Sacmac , M.; Ungoren, . H.; Akcamur, Y. Amino Acids 2006, 31, 397. https://doi.org/10.1007/s00726-006-0340-z
  14. Sacmac , M.; Ungoren, . H.; Akcamur, Y.; Arici, C.; Ulku, D. Heteroatom Chemistry 2005, 16, 235. https://doi.org/10.1002/hc.20115
  15. Saalfrank, R. W.; Lutz, T.; Horner, B.; Gündel, J.; Peters, K.; von Schnering, H. G. Chem. Ber. 1991, 124, 2289. https://doi.org/10.1002/cber.19911241022
  16. Rigaku/MSC, Inc., 9009 New Trails Drive, The Woodlands, TX 77381.
  17. Sheldrick, G. H. SHELXS97 and SHELXL97. [Program for Crystal Structure Solution and Refiniment], University of Gottingen, Germany, 1997.

피인용 문헌

  1. Discovery of sulfadrug–pyrrole conjugates as carbonic anhydrase and acetylcholinesterase inhibitors vol.355, pp.1, 2012, https://doi.org/10.1002/ardp.202100242