[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.5012/bkcs.2012.33.1.90

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)

Publication Information

Bulletin of the Korean Chemical Society / v.33, no.1, 2012 , pp. 90-94 More about this Journal

Abstract

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.

Keywords

Pyrrol-3-on; Furan-3-on; 2,3-Diaminopyridine; Wittig Reaction; X-ray structure;

Citations & Related Records

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Reference

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