1
276
Can. J. Chem. Vol. 88, 2010
(
1
24), 52 (74). Anal. calcd. for C H N O: C 67.49, H 5.03, N
7.48; found: C 67.15, H 5.07, N 17.21.
(8) Yu, C.; Liu, B.; Hu, L. J. Org. Chem. 2001, 66 (16), 5413.
9
8
2
doi:10.1021/jo015628m. PMID:11485463.
(
9) Shi, M.; Jiang, J. K.; Li, C. Q. Tetrahedron Lett. 2002, 43
(1), 127, and references cited therein. doi:10.1016/S0040-
4039(01)02057-3.
3
6
-Hydroxy-2-methylene-3-(3-pyridyl)propanenitrile (entry
, Table 3)
–
1
(10) Jenner, G. High Press. Res. 1999, 16 (4), 243. doi:10.1080/
mp 101–103 8C (ethanol). IR (CHCl , cm ): 3420, 2850,
3
1
08957959908200297.
2
227, 1597, 1582, 1480, 1428, 1067, 1030, 955. H NMR
(
11) Mack, J.; Shumba, M. Green Chem. 2007, 9 (4), 328. doi:10.
039/b612983h.
(
(
(
CDCl , 300 MHz) d: 8.43–8.45 (overlapping m, 2H), 7.81
3
1
d, J = 7.8 Hz, 1H), 7.34–7.38 (m, 1H), 6,19 (s, 1H), 6.08
1
3
(12) Coelho, F.; Almeida, W. P.; Veronese, D.; Mateus, C. R.;
Lopes, E. C. S.; Rossi, R. C.; Silveira, G. P. C.; Pavam, C.
H. Tetrahedron 2002, 58 (37), 7437. doi:10.1016/S0040-
s, 1H), 5.36 (s, 1H). C NMR: 148.9, 147.4, 136.3, 135.2,
1
1
7
5
30.5, 126, 124.2, 116.8, 71.6. MS (m/z): 161 (M + 1, 16),
60 (M + 50), 141.9 (6), 130.8 (8), 107.9 (100), 79.9 (58),
7.9 (26), 52.9 (10). Anal. calcd. for C H N O: C 67.49, H
4
020(02)00822-0.
9
8
2
(
(
13) Park, K. S.; Kim, J.; Choo, H.; Chong, Y. Synlett 2007, 395.
14) de Souza, R. O. M. A.; Pereira, V. L. P.; Esteves, P. M.;
Vasconcellos, M. L. A. A. Tetrahedron Lett. 2008, 49 (41),
.03, N 17.48; found: C 66.97, H 5.06, N 17.14.
Acknowledgements
5
902. doi:10.1016/j.tetlet.2008.07.140.
The authors are grateful to the Director, North-East Insti-
tute of Science and Technology (NEIST), Jorhat, India, for
providing the facilities and to Dr. N.C. Barua for his interest
and encouragement during the work. Thanks are also due to
the Analytical Chemistry Division for recording the spectra.
The authors would also like to thank one of the reviewers
for his suggestions and specific comments, which helped in
revising the manuscript.
(15) Porto, R. S.; Amarante, G. W.; Cavallaro, M.; Poppi, R. J.;
Coelho, F. Tetrahedron Lett. 2009, 50 (11), 1184. doi:10.
1
016/j.tetlet.2008.12.089.
16) Rosa, J. N.; Afonso, C. A. M.; Santos, A. G. Tetrahedron
001, 57 (19), 4189. doi:10.1016/S0040-4020(01)00316-7.
17) Aggarwal, V. K.; Emme, I.; Fulford, S. Y. J. Org. Chem.
003, 68 (3), 692. doi:10.1021/jo026671s. PMID:12558387.
18) Aggarwal, V. K.; Mereu, A. Chem. Commun. (Camb.) 1999,
22): 2311. doi:10.1039/a907754e.
19) Das, B.; Damodar, K.; Chowdhury, N.; Saritha, D.;
Ravikanth, B.; Krishnaiah, M. Tetrahedron 2008, 64 (40),
9396. doi:10.1016/j.tet.2008.07.093.
(
(
(
(
2
2
(
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