616 Ahankar et al.
[9] Tofangchi Mahyari, A.; Shajari, N.; Kazemizadeh,
A. R.; ’Slepokura, K.; Lis, T,; Ramazani, A. Z Natur-
forsch b, 2007, 62(6), 829.
[10] Yavari, I.; Ramazani, A. Synth Commun 1997, 27(8),
1385.
[11] Yavari, I.; Ramazani, A. Synth Commun 1997, 27(8),
1449.
2-[(E)-2-(3-Methoxyphenyl)-1-ethenyl]-1,3,4-oxa-
diazole (3e). Light yellow oil, Yield: 76%; IR (neat):
(υmax, cm−1): 2932 (m), 1649 (s), 1599 (m), 1509
1
(m), 1240 (s), 1173 (s), 1099 (s), and 970 (m); H
NMR (250 MHz, CDCl3): δH 3.85 (s, 3H, OCH3),
6.93–7.36 (m, 4H, arom); 7.00 (d, 1H, 3 JHH = 16.5 Hz,
3
[12] Ramazani, A.; Noshiranzadeh, N.; Ghamkhari, A.;
vinylic); 7.57 (d, 1H, JHH = 16.5 Hz, vinylic); 8.37
´
Slepokura, K.; Lis, T. Helv Chim Acta 2008, 91,
(s, 1H, oxadiazole); 13C NMR (62.5 MHz, CDCl3):
δC 55.33 (OCH3), 109.81 (CH, vinylic); 112.58,
115.90, 120.25, and 130.03 (CH, arom); 134.59 and
160.59 (C, arom); 139.75 (CH, vinylic); 152.03 (CH,
oxadiazole); 163.82 (C, oxadiazole); Anal Calcd for
C11H10N2O2 (202.21): C, 65.34; H, 4.98; N, 13.85%.
Found: C, 65.36; H, 4.99; N, 13.83.
2252.
[13] Noshiranzadeh, N.; Ramazani, A. Synth Commun
2007, 37, 3181.
[14] Ramazani, A.; Kardan, M.; Noshiranzadeh, N. Synth
Commun 2008,38, 383.
[15] Ramazani, A.; Noshiranzadeh, N. Synth Commun
2009, 39, 1204.
[16] Kazemizadeh, Ali R.; Ramazani, A. J Braz Chem Soc
2009, 20, 309.
[17] Ramazani, A.; Rezaei, A. Org Lett 2010, 12, 2852.
[18] Ramazani, A.; Shajari, N.; Mahyari, A.; Ahmadi, Y.
Mol Divers 2011, 15, 521.
[19] Ramazani, A.; Ahmadi, Y.; Rouhani, M.; Sha-
jari, N.; Souldozi, A. Heteroatom Chem 2010, 21,
368.
[20] Ramazani, A.; Rezaei, A.; Mahyari, A. T.; Rouhani,
M.; Khoobi, M. Helv Chim Acta 2010, 93, 2033.
[21] Ramazani, A.; Souldozi, A. Arkivoc 2008, (xvi), 235.
[22] Ahmadi, E.; Ramazani, A.; Nekomanesh Haghighi,
M. Tetrahedron Lett 2007, 48, 6954.
[23] Kazemizadeh, A. R.; Ramazani, A. Arkivoc 2008, (xv),
159.
2-[(E)-1-Methyl-2-phenyl-1-ethenyl]-1,3,4-oxadia
zole (3f). Light yellow oil, yield: 83%; IR (neat):
(υmax, cm−1): 2994 (m), 1630 (s), 1529 (m), 1096 (s),
and 980 (m); 1H NMR (250 MHz, CDCl3): δH 2.42 (s,
3H, CH3); 7.34–7.57 (m, 6H, arom and vinylic); 8.38
(s, 1H, oxadiazole); 13C NMR (62.5 MHz, CDCl3):
δC 14.68 (CH3); 121.12 (C, vinylic); 128.44, 128.52,
and 129.56 (CH, arom); 135.04 (CH, vinylic); 135.35
(C, arom); 152.35 (CH, oxadiazole); 166.82 (C,
oxadiazole); Anal Calcd for C11H10N2O (186.21): C,
70.95; H, 5.41; N, 15.04%; Found: C, 70.97; H, 5.43;
N, 15.06.
[24] Souldozi, A.; Ramazani, A.; Bouslimani, N.; Welter,
R. Tetrahedron Lett 2007, 48, 2617.
[25] Souldozi, A.; Ramazani, A. Tetrahedron Lett 2007,
48, 1549.
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Heteroatom Chemistry DOI 10.1002/hc