Z.-Y. Yu et al.
0
-(2 -Chlorophenyl)benzothiazole(2g) H NMR (400 MHz, CDCl ) d = 7.38–7.43
?
1
2
3
(
m, 4H) 7.51–7.56 (m, 2H) 8.12–8.14 (m, 1H) 8.21–8.23 (m, 1H) ppm. MS m/z (MH)
calcd.: 246.7, found: 246.5; m.p. (°C): 82–83, (lit. 83–84) [4].
0
1
2
-(4 -Bromophenyl)benzothiazole(2h) H NMR (400 MHz, CDCl ) d = 7.39–7.42
3
(m, 1H) 7.49–7.53 (m, 1H) 7.63 (d, J = 8 Hz, 2H) 7.91 (d, J = 8 Hz, 1H) 7.96 (d,
?
J = 8 Hz, 2H) 8.077.91 (d, J = 8 Hz, 1H) ppm. MS m/z (MH) calcd.: 291.2, found:
2
91.0; m.p. (°C): 133–135, (lit. 129–131) [1].
0
1
2
-(Thiophen-2 -yl)benzothiazole(2i) H NMR (400 MHz, CDCl ) d = 7.05–7.08
3
(
m, 1H) 7.27–7.31 (m, 1H) 7.38–7.44 (m, 2H) 7.58–7.60 (m, 1H) 7.78 (d, J = 8 Hz,
?
H) 7.96 (d, J = 8 Hz, 1H) ppm. MS m/z (MH) calcd.: 218.3 found: 218.2; m.p.
1
(
°C): 99–100, (lit. 99) [5].
1
2
J = 8.0 Hz 1H), 7.80 (d, J = 8.0 Hz, 1H), 7.40 (t, J = 7.5 Hz, 1H), 7.30 (t,
-Butylbenzothiazole(2j) H NMR (400 MHz, CDCl , ppm): d 7.92 (d,
3
J = 7.3 Hz, 1H), 3.08 (t, J = 7.6 Hz, 2H), 1.86–1.80 (m, 2H), 1.45 (t, J = 7.6 Hz,
?
H), 0.92 (t, J = 7.6 Hz, 3H); MS m/z (MH) calcd.: 192.3 found: 192.6. Yellow
2
oil.
Acknowledgments This work is supported by the Department of Education of Jiangxi Province and
Key Laboratory of Functional Small Organic Molecules, Ministry of Education (No. GJJ13214, KLFS-
KF-201229).
References
1
. S. No e¨ l, S. Cadet, E. Gras, C. Hureau, Chem. Soc. Rev. 42, 7747 (2013)
. S. Massari, D. Daelemans, M.L. Barreca, A. Knezevich, S. Sabatini, V. Cecchetti, A. Marcello, C.
Pannecouque, O. Tabarrini, J. Med. Chem. 53, 641 (2010)
2
3
4
5
6
7
8
9
. I. Navizet, Y.J. Liu, N. Ferreo, H.Y. Xiao, W.H. Fang, R. Lindh, J. Am. Chem. Soc. 132, 706 (2010)
. D. Ma, S. Xie, P. Xue, X. Zhang, J. Dong, Y. Jiang, Angew. Chem. Int. Ed. 48, 4222 (2009)
. X.J. Mu, J.P. Zou, R.S. Zeng, J.C. Wu, Tetrahedron Lett. 46, 4345 (2005)
. J. Hyvl, J. Srogl, Eur. J. Org. Chem. 75, 2849 (2010)
. A. Yokooji, T. Okazawa, T. Satoh, M. Miura, M. Nomura, Tetrahedron 59, 5685 (2003)
. X.F. Wu, P. Anbarasan, H. Neumann, M. Beller, Angew. Chem. Int. Ed. 49, 7316 (2010)
. J. Wang, X.-Z. Zhang, S.-Y. Chen, X.-Q. Yu, Tetrahedron 70, 70245 (2014)
1
1
1
1
1
1
1
1
1
1
2
2
0. K. Bahrami, M.M. Khodaei, F. Naali, J. Org. Chem. 17, 6835 (2008)
1. B.S. Londhe, U.R. Pratap, J.R. Mali, R.A. Mane, Bull. Korean Chem. Soc. 31, 2329 (2010)
2. J. Chang, K. Zhao, S. Pan, Tetrahedron Lett. 43, 951 (2002)
3. R.S. Varma, R.K. Saini, O. Prakash, Tetrahedron Lett. 38, 2621 (1997)
4. H.-L. Jin, T.-X. Cheng, J.-X. Chen, Appl. Organomet. Chem. 25, 238 (2011)
5. R.G. Srivastava, P.S. Venkataramani, Synth. Commun. 18, 1537 (1988)
6. N. Parikh, D. Kumar, S.R. Roy, A.K. Chakraborti, Chem. Commun. 47, 1797 (2011)
7. M. Lei, L. Ma, L. Hu, Synth. Commun. 42, 2981 (2012)
8. W.-H. Chen, Y. Pang, Tetrahedron Lett. 50, 6680 (2009)
9. W.-J. Yoo, H. Yuan, H. Miyamura, S. Kobayashi, Adv. Synth. Catal. 353, 3085 (2011)
0. M. Behrooz, S. Hafezeh, Eur. J. Chem. 1, 377 (2010)
1. A.K. Chakraborti, S. Rudrawar, K.B. Jadhav, G. Kaur, S.V. Chankeshwara, Green Chem. 9, 1335
(
2007)
2. K.U. Sadek, R.A. Mekheimer, A.M.A. Hameed, F. Elnahas, M.H. Elnagdi, Molecules 17, 6011
2012)
3. S. Samanta, S. Das, P. Biswas, J. Org. Chem. 78, 11184 (2013)
2
2
(
1
23