Progress in the Synthesis of s-Triazine Derivative

doi:10.6023/cjoc201209024

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (05): 915-926.DOI: 10.6023/cjoc201209024 Previous Articles Next Articles

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均三嗪衍生物的合成研究进展

罗浩敏, 王辉, 曾卓, 曾和平

华南师范大学化学与环境学院广州 510006

收稿日期:2012-09-19 修回日期:2012-12-03 发布日期:2012-12-25
通讯作者: 王辉,huiwang@scnu.edu.cn E-mail:huiwang@scnu.edu.cn
基金资助:
国家自然科学基金(No. 21272080)、广东省科技计划(No. 2008B010600008)资助项目.

Progress in the Synthesis of s-Triazine Derivative

Luo Haomin, Wang Hui, Zeng Zhuo, Zeng Heping

School of Chemistry and Environment, South China Normal University, Guangzhou 510006

Received:2012-09-19 Revised:2012-12-03 Published:2012-12-25
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21272080) and the Science and Technology Plan Project of Guangdong Province (No. 2008B010600008).

s-Triazine has special cycle aromatic structure and can constitute various trisubstituented s-triazine derivatives, which possess star-shaped molecular structure, by linking directly or indirectly with hydrocarbon group. These new trisubstituented s-triazine derivatives were widely applied in function materials, medicine and other fields for their good physical and chemical properties. In this paper, the progresses in the synthesis of trisubstituented s-triazine derivatives were summarized by cyclotrimerization of nitrile compounds and side-chain modification of trisubstituented s-triazine.

Key words: trisubstituent s-triazine, synthesis, progress

Cite this article

Luo Haomin, Wang Hui, Zeng Zhuo, Zeng Heping. Progress in the Synthesis of s-Triazine Derivative[J]. Chin. J. Org. Chem., 2013, 33(05): 915-926.

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[1] Schaefer, F. C.; Peters, G. A. J. Org. Chem. 1961, 26, 2778.
[2] Grzegorz, B. Tetrahedron 2006, 62, 9507.
[3] Dhainaunt, A.; Regnier, G.; Tizot, A.; Pierre, A.; Leonce, S.; Guilbaud, N.; Berthier, L. K.; Atassi, G. J. Med. Chem. 1996, 39, 4354.
[4] Quesada, M.; delaPeña-O'Shea, V. A.; Aromí, G.; Geremia, S.; Massera, C.; Roubeau, O.; Gamez, P.; Reedijk, J. Adv. Mater. 2007, 19, 1397.
[5] Neville, S. M.; Leita, B. A.; Offermann, D. A.; Duriska, M. B.; Moubaraki, B.; Chapman, K. W.; Halder, G. J.; Murray, K. S. Eur. J. Inorg. Chem. 2007, 1073.
[6] Zhong, H. L.; Xu, E. J.; Zeng, D. L.; Du, J. P.; Sun, J.; Ren, S. J.; Jiang, B.; Fang, Q. J. Am. Chem. Soc. 2008, 10, 709.
[7] Janczak, J.; Sledz, M.; Kubiak, R. J. Mol. Struct. 2003, 659, 71.
[8] Agarwal, A.; Srivastava, K.; Puri, S. K.; Chauhana, P. M. S. Bioorg. Med. Chem. Lett. 2005, 15, 531.
[9] Herrera, A.; Martínez-Alvarez, R. P.; Chioua, M.; Chioua, R. Syntheis 2004, 503.
[10] Wheeler, H. L.; Johnson, T. B. Am. Chem. J. 1900, 135, 23.
[11] Xu, F.; Zhu, X.-H.; Shen, Q.; Lu, J.; Li, J.-Q. Chin. J. Chem. 2002, 20, 1334.
[12] Goettmann, F.; Fischer, A.; Antonietti, M.; Thomas, A. New J. Chem. 2007, 31, 1455.
[13] Becker, B. F.; Fritz, H. P. Chem. Ber. 1976, 109, 1346.
[14] Lin, Y.-I.; Fields, T. L.; Lee, V. J.; Lang, Jr, S. A. J. Heterocycl. Chem. 1982, 19, 613.
[15] Hung, M. H.; Long, L.; Yang, Z. Y. J. Org. Chem. 2004, 69, 198.
[16] Ren, S. J.; Zeng, D. L.; Zhong, H. L.; Wang, Y. C.; Qian, S. X.; Fang, Q. J. Phys. Chem. 2011, 114, 10374.
[17] Chen, H. F.; Yang, S. J.; Tsai, Z. H.; Hung, W. Y.; Wang, T. C.; Wong, K. T. J. Mater. Chem. 2009, 19, 8112.
[18] Idzik, K. R.; Rapta, P.; Cywinski, P. J.; Beckert, R.; Dunsch, L. Electrochim. Acta 2010, 55, 4858.
[19] Tian, K.-J.; Hu, D.-H.; Hu, R.; Wang, S-Q.; Li, S.-Y.; Li, Y.; Yang G.-Q. Chem. Commun. 2011, 47, 10052.
[20] Meier, H.; Holst, H. C.; Oehlhof, A. Eur. J. Org. Chem. 2003, 4173.
[21] Wang, G.-R.; Zeng, H.-P. Chin. J. Org. Chem. 2009, 29, 1115 (in Chinese).
(王光荣, 曾和平, 有机化学, 2009, 29, 1115.)
[22] Kong, S.; Xiao, L. X.; Liu, Y. L.; Chen, Z. J.; Qu, B.; Gong, Q. H. New J. Chem. 2010, 34, 1994.
[23] Liu, L.; Zhou, Z. Q.; Shi, J. P.; Liu, Z. Y.; Lu, C. G.; He, W. J.; Ma, J.; Cui, Y. P.; Lu, G. Y. Synth. Met. 2011, 161, 783.
[24] Luzzio, F. A. Org. React. 1998, 53, 1.
[25] Zhu, W.-Q.; Abudoulajiang, N.; Song, M.-X.; Liu, X.-M.; Wang, Q. CN 102295615, 2011 [Chem. Abstr. 2012, 156, 101615].
[26] Weith, B. D. Chem. Ges. 1874, 7, 843.
[27] Hofmann, A.; Weith, B. D. Chem. Ges. 1885, 18, 3217.
[28] Bandgar, B. P.; Sawant, S. S. IN 2007-MU02095, 2007 [Chem. Abstr. 2007, 149, 378763].
[29] Inomata, H.; Goushi, K.; Masuko, T.; Konno, T.; Imai, T.; Sasabe, H.; Brown, J. J.; Adachi, C. Chem. Mater. 2004, 16, 1285.
[30] Konstantinova, T.; Petrova, P. Dyes Pigm. 2002, 52, 115.
[31] Sunduru, N.; Nishi; Palne, S.; Chauhan, P. M. S.; Gupta, S. Eur. J. Med. Chem. 2009, 44, 2473.
[32] Dicke, R.; Endesfelder, A.; Burger, M.; Hahn, C.; Schwarzinger, C.; Fuerst, W.; Schmidt, H. WO 2009121603, 2009 [Chem. Abstr. 2009, 151, 405851].
[33] Case, F. H.; Koft, E. J. Natl. Sci. Found. Sri Lanka 1959, 81, 905.
[34] Chen, Y.; Xu, W. C.; Kou, J. F.; Wei, X. H.; Yu, B. L.; Chao, H.; Ji, L. N. Sci. China Chem. 2010, 53, 2099.
[35] Shie, J, J.; Fang, J. M. J. Org. Chem. 2003, 68, 1158.
[36] Wani, M. Y.; Bhat, A. R.; Azamc, A.; Choi, I.; Athar, F. Eur. J. Med. Chem. 2012, 48, 313.
[37] Samaritani, S.; Signore, G.; Malanga, C.; Menicagli, R. Tetrahedron 2005, 61, 4475.
[38] She, D.-M.; Yu, H.-L.; Huang, Q.-L.; Li, F.-M.; Li, C.-J. Molecules 2010, 15, 1898.
[39] Zhao, T.-D.; Yan, X.-H.; Meng, Y.; Li, M.-A.; Li, S.-Q.; Shan, M.-Q. CN 101624380, 2010 [Chem. Abstr. 2010, 152, 218026].
[40] Zhao, T.-D. Meng, Y.; Li, M.-A. Yan, X.-H. CN 101429169, 2009 [Chem. Abstr. 2009, 151, 10725].
[41] Arya, K.; Dandia, A. Bioorg. Med. Chem. Lett. 2007, 17, 3298
[42] Ak, M.; Toppare, L. Mater. Chem. Phys. 2009, 114, 789.
[43] Koc, Z. E.; Bingol, H.; Saf, A. O.; Torlak, E.; Coskuna, A. J. Hazard. Mater. 2010, 183, 251.
[44] Fang, Q.; Ding, X. M.; Wu, X. Y.; Jiang, L. X. Polym. J. 2001, 42, 7595.
[45] Yu. A. A.; Gabel', D.; Dulks, T.; Shorshnev, S. V.; Klyuev, N. A. Pharm. Chem. J. 2004, 38, 197.
[46] Verheyde, B.; Maes, W.; Dehaen, W. Mater. Sci. Eng., C 2001, 18, 243.
[47] Zhang, L.; Wang, X.-M.; Xu, L.; Yu, Q.-P. CN 101624379, 2010 [Chem. Abstr. 2010, 152, 215327].
[48] Charoensirisomboon, P.; Saito, H.; Inoue, T.; Oishi, Y.; Mori, K. Polymer 1998, 39, 2089.
[49] Wu, S.-M.; Yu, H.-N.; Tian, H.-C.; Zhang, L.-Q.; She, Q.-Y. CN 102585416, 2012 [Chem. Abstr. 2012, 157, 263607].
[50] Lin, H.-Q.; Lian, J.-S.; Wang, M.; Lian, S.-H. CN 1827606, 2006 [Chem. Abstr. 2006, 145, 315027].
[51] Park, S. G.; Jang, B. M. CN 101165058, 2006 [Chem. Abstr. 2008, 148, 561944].
[52] Azev, Y. A.; Dulcksa, T.; Gabel, D. Tetrahedron Lett. 2003, 44, 8689.
[53] Mandal, S.; Berube, G.; Asselin, E.; Mohammad, I.; Richardson, V. J.; Gupta, A.; Pramanik, S. K.; Williams, A. L.; Mandal, S. K. Bioorg. Med. Chem. Lett. 2007, 17, 4955.
[54] Petrov, V. A.; Marshall, W. J. Fluorine Chem. 2011, 132, 41.

均三嗪衍生物的合成研究进展

Progress in the Synthesis of s-Triazine Derivative

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