REACTION OF 1-(4-METHYLPHENYL)-5-PHENYL-2,3-DIHYDRO-1H-PYRROLE-2,3-DIONE
1059
spectrum (CDCl3), δC, ppm (J, Hz) (the signal multi-
plicity in the proton-decoupled spectrum is given in
parentheses): 170.14 d (s) (C2, 3JCH = 8.8), 128.76 d (s)
REFERENCES
1. Lashgari, N. and Ziarani, Gh.M., Arkivoc, 2012, part (i),
2
1
(C3, JCH = 2.6), 103.73 d (s) (C4, JCH = 182.7),
p. 277.
151.87 m (s) (C5), 135.00 m (s) (C6), 126.69 d.d (s)
2. Singh, G.S. and Desta, Z.Y., Chem. Rev., 2012, vol. 112,
1
3
(C7, JCH = 162.1, JCH = 7.3), 131.11 d.m (s) (C8,
p. 6104.
1JCH = 158.8), 136.66 m (s) (C9, JCH = 5.5), 130.46 m
3
3. Wee, X.K., Yang, T., and Go, M.L., Chem. Med. Chem.,
(s) (C10, overlapped by a component of the C8 signal),
2012, vol. 7, p. 777.
127.47 d.d.d (s) (C11, JCH = 161.0, JCH3 = 6.6, 5.9),
1
3
4. Hashimoto, H., Shiratori, K., Kawakita, K., Tanaka, T.,
Sekine, R., and Irikawa, H., Heterocycles, 2005, vol. 65,
p. 1385.
128.42 d.d (s) (C12, JCH = 161.8, JCH = 5.9),
1
129.73 d.t (s) (C13, JCH = 161.0, JCH = 6.6), 18.17 q
1
3
1
5. Flores, J.-Ch., Berens, U., Bienewald, F., Kirner, H.J.,
(s) (CH3, JCH = 127.3). Found, %: C 82.30; H 5.02;
and Turbiez, M.G.R., US Patent no. 20100297405.
N 5.37. C34H26N2O2. Calculated, %: C 82.57; H 5.30;
N 5.66.
6. Ried, W. and Valentin, J., Chem. Ber., 1968, vol. 101,
p. 2117.
The H, 31P–{1H}, and 13C NMR spectra were
1
7. Treibs, A., Jacob, K., and Dietl, A., Justus Liebigs Ann.
recorded on a Bruker Avance-400 spectrometer at 400
Chem., 1967, vol. 702, p. 112.
(1H), 161.0 (31P), and 150.9 MHz (13C) from solutions
8. Bogdanov, A.V., Mironov, V.F., Musin, L.I., and
in CDCl3; the H and 13C chemical shifts were meas-
1
Musin, R.Z., Synthesis, 2010, no. 19, p. 3268.
ured relative to the residual proton signal and carbon
signal of the solvent. The IR spectrum was obtained on
a Bruker Vector-22 instrument from a sample of II dis-
persed in mineral oil. The elemental composition was
determined on a EuroVector 2000 CHNS-O analyzer.
This study was performed under financial support
by the Russian Foundation for Basic Research (project
no. 14-03-31717-mol_a).
9. Bogdanov, A.V., Mironov, V.F., Musin, L.I., Mu-
sin, R.Z., Krivolapov, D.B., and Litvinov, I.A.,
Monatsh. Chem., 2011, vol. 142, p. 81.
10. Bogdanov, A.V., Yusupova, G.G., Romanova, I.P., Laty-
pov, Sh.K., Krivolapov, D.B., Mironov, V.F., and Sinya-
shin, O.G., Synthesis, 2013, vol. 45, p. 668.
11. Cobas, A., Guitih, E., and Castedo, L., J. Org. Chem.,
1993, vol. 58, p. 3113.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 50 No. 7 2014