O rP gl ea na si ce &d Bo i on mo to al e dc juu l sa tr mC ha er mg i ins ts ry
Page 8 of 9
Journal Name
ARTICLE
15, 12138.
(a) C. Zhang, N. Jiao, J. Am. Chem. Soc., 2010, 132, 28.; (b) R.
Deshidi, M. Kumar, S. Devari, B. A. Shah, Chem. Commun.,
1
1
1
37.76 (d, J = 11.3 Hz), 137.17, 130.23, 129.63, 128.99, 127.73,
27.70, 124.86 (d, J = 9.0 Hz), 118.21, 115.25 (d, J = 24.8 Hz),
1
DOI: 10.1039/C7OB02241G
3
08.30 (d, J = 26.3 Hz); HRMS (ESI) calculated for C16
H
9
FN
2
S
+
(M+H) 281.0543; found: 281.0563.
2
014, 50, 9533.
2
, 2`-dibenzo[d]thiazole (5ai)
4
5
6
X. Hao, L. Yunfeng, C. Shuqing, C. Ya, G. J. Deng, Org. Biomol.
Chem., 2015, 13, 6944.
White solid (65 %), M.P.: 239-240 C;1HNMR (500 MHz, CDCl
o
3
):
X. Wu, Q. Gao, X. Geng, J. Zhang, Y. Wu, and A. Wu, Org.
Lett., 2016, 18, 2507.
δ 8.17 (d, J = 8.0 Hz, 1H), 7.99 (d, J= 7.8 Hz, 1H), 7.86 (s, 4H),
1
7
.56 (td, J = 8.1, 1.1 Hz, 1H), 7.49 (td, J = 8.0, 1.1 Hz, 1H); H
(a) A. Lilienkampf, J. Mao, B. Wan, Y. Wang, S. G. Franzblau,
A. P. Kozikowski, J. Med.Chem., 2009, 52, 2109. (b) P.
Nasveld, S. Kitchener, Trans. R. Soc. Trop. Med. Hyg., 2005,
99, 2. (c) P. A. Leatham, H. A. Bird, V. Wright, D. Seymour, A.
13
CNMR (125 MHz, CDCl
3
): δ 161.56, 153.65, 135.90, 126.80,
1
26.59, 124.12, 122.00; HRMS (ESI) calculated for C14H N S
9 2 2
+
(M+H) 269.02017; found: 269.01997.
Gordon, Eur. J. Rheumatol. Inflamm., 1983, 6, 209. (d) W. A.
6
-methoxy-2, 2`-dibenzo[d]thiazole (5aj)
Denny, W. R. Wilson, D. C. Ware, G. J. Atwell, J. B.Milbank, R.
J. Stevenson, USPat., 2006, 7064117. (e) A. Mahamoud, J.
Chevalier, A. Davin-Regli, J. Barbe, J. M. Pages, Curr. Drug
White solid (74 %), M.P.: 278-280 C;1HNMR (300 MHz, CDCl
o
3
):
δ 8.44 (d, J = 8.6 Hz, 1H), 8.28 (d, J = 8.6 Hz, 1H), 8.18 (d, J = 8.5
Hz, 1H), 8.01 (d, J = 9.0 Hz, 1H), 7.86 (d, J = 8.1 Hz, 1H), 7.81–
Targ., 2006, 7, 843. (f) N. Muruganantham, R. Sivakumar, N.
Anbalagan, V. Gunasekaran, J. T. Leonard, Biol. Pharm. Bull.,
2004, 27, 1683.
(a) J. A. Joule, K. Mills, Heterocyclic Chemistry, 4th ed.
Blackwell Science: Oxford, U.K., 2000, Chapter 25.; (b) A. R.
Katritzky, Comprehensive Heterocyclic Chemistry III; Elsevier:
Oxford, U.K., 2008, Vol. 11.;.
7
.70 (m, 1H), 7.63–7.53 (m, 1H), 7.42 (d, J = 2.5 Hz, 1H), 7.12
13
(dd, J = 9.0, 2.5 Hz, 1H), 3.92 (s, 3H); CNMR (100 MHz, CDCl
3
):
7
8
δ 162.49, 161.60, 159.49, 154.88, 153.59, 135.77, 127.84,
1
7
26.83, 126.56, 124.04, 122.24, 122.02, 117.48, 105.71, 77.37,
11 2 2
7.05, 76.73, 55.69; HRMS (ESI) calculated for C15H N S
+
(a) W. Zhang, Z. Liu, S. Li, Y. Lu, Y. Chen, H. Zhang, G. Zhang,
Y. Zhu, G. Zhang, W. Zhang, J. Liu, C. Zhang, J. Nat. Prod.,
(M+H) 299.03073; found: 299.03042.
2
012, 75, 1937.; (b) A. Spadaro, M. Frotscher, R. W.
Hartmann, J. Med. Chem., 2012, 55, 2469.; (c) H. Y. Lee, C. Y.
Chang, M. J. Lai, H. Y. Chuang, C. C. Kuo, C. Y. Chang, J. Y.
Chang, J. P. Liou, Bioorg. Med. Chem., 2015, 23, 4230.; (d) M.
L. Barreca, S. Ferro, A. Rao, L. D. Luca, M. Zappala, A.M.
Monforte, Z. Debyser, M. Witvrouw and A. Chimirri, J.
Med.Chem., 2005, 48, 7084.
(a) D. Chen, R. Chen, R. Wang, J. Li, K. Xie, C. Bian, L. Sun, X.
Zhang, J. Liu, L. Yang, F. Ye, X. Yu, J. Dai, Angew. Chem.Int.
Ed., 2015, 54, 12678.; (b) W. T. Wei, Y. J. Cheng, Y. Hu, Y. Y.
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Conflicts of interest
There are no conflicts to declare.
Acknowledgements
9
1
The authors thanks CSIR and UGC, New Delhi for the award
of fellowships. We also thanks funding received from the
project, entitled ‘Affordable Cancer Therapeutics (ACT)’ under
3
57, 3474.; (c) P. Nimnual, J. Tummatorn, C. Thongsornkleeb,
th
XII five-year plan. We would like to extend our appreciation
S. Ruchirawat, J. Org. Chem., 2015, 80, 8657.; (d) M. I.
Sancho, M. G. Russo, M. S. Moreno, E. Gasull, S. E. Blanco, G.
E. Narda, J. Phys. Chem. B, 2015, 119, 5918.
to the International Scientific Partnership Program ISPP at King
Saud University for funding this research work through
ISPP#0054.
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