Bromodimethylsulfonium Bromide (BDMS)-Catalyzed Synthesis of 2-Arylbenzothiazoles

doi:10.6023/cjoc201208008

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (02): 339-342.DOI: 10.6023/cjoc201208008 Previous Articles Next Articles

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溴化二甲基溴化硫(BDMS)催化的2-芳基苯并噻唑的合成

张丽君, 刘巨艳, 王英

天津师范大学化学学院/天津市功能分子结构与性能重点实验室/无机-有机杂化功能材料化学省部共建教育部重点实验室天津 300387

收稿日期:2012-08-11 修回日期:2012-10-29 发布日期:2012-10-30
通讯作者: 刘巨艳, 王英 E-mail:hxxyljy@mail.tjnu.edu.cn
基金资助:
天津市自然科学基金(Nos. 12JCZDJC34300, 11JCYBJC03600);青年科学基金(No. 21001080)资助项目.

Bromodimethylsulfonium Bromide (BDMS)-Catalyzed Synthesis of 2-Arylbenzothiazoles

Zhang Lijun, Liu Juyan, Wang Ying

Tianjin Key Laboratory of Structure and Performance for Functional Molecule, Key Laboratory of Inorganic-Organic Hybrid Functional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387

Received:2012-08-11 Revised:2012-10-29 Published:2012-10-30
Supported by:
Project supported by the Natural Science Foundation of Tianjin City (Nos. 12JCZDJC34300, 11JCYBJC03600), the Young Scientist Fund (No. 21001080).

Cite this article

Zhang Lijun, Liu Juyan, Wang Ying. Bromodimethylsulfonium Bromide (BDMS)-Catalyzed Synthesis of 2-Arylbenzothiazoles[J]. Chin. J. Org. Chem., 2013, 33(02): 339-342.

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[1] Hutchinson, I.; Bradshaw, T. D.; Matthews, C. S.; Stevens, M. F. G.; Westwell, A. D. Bioorg. Med. Chem. Lett. 2003, 13, 472.

[2] Huang, S. T.; Hesi, I. J.; Chen, C. Bioorg. Med. Chem. 2006, 14, 6106.

[3] Costa, S. P. G.; Batista, R. M. F.; Cardoso, P.; Belsely, M.; Raposo, M. M. M. Eur. J. Chem. 2006, 3938.

[4] Day, J. C.; Tisi, L. C.; Bailey, M. J. Luminescence 2004, 19, 8.

[5] Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. Tetrahedron Lett. 2004, 45, 2825.

[6] Ben-Alloum, A.; Bakkas, S.; Soufiaoui, M. Tetrahedron Lett. 1997, 38, 6395.

[7] Li, Y.; Wang, Y. L.; Wang, J. Y. Chem. Lett. 2006, 35, 460.

[8] Ranu, B. C.; Jana, R.; Dey, S. S. Chem. Lett. 2004, 33, 274.

[9] Ryabukhin, S. V.; Plaskon, A. S.; Volochnyuk, D. M.; Tolmachev, A. A. Synthesis 2006, 3715.

[10] Moghaddam, F. M.; Ismaili, H.; Bardajee, G. R. Heteroat. Chem. 2006, 17, 136.

[11] Bahrami, K.; Khodaei, M. M.; Naali, F. J. Org. Chem. 2008, 73, 6835.

[12] Jin, H. L.; Cheng, T. X.; Chen, J. X. Appl. Organomet. Chem. 2011, 25, 238.

[13] Praveen, C.; Hemanthkumar, K.; Muralidharan, D.; Perumal, P. T. Tetrahedron 2008, 64, 2369.

[14] Pratap, U. R.; Mali, J. R.; Jawale, D. V. Mane, R. A. Tetrahedron Lett. 2004, 45, 2825.

[15] Chakrabarti, A. K.; Rudrawar, S.; Jadhav, K. B.; Kaur, G.; Chankeshwara, S. V. Green Chem. 2007, 9, 1335.

[16] Bose, S. D.; Idrees, M.; Srikanth, B. Synthesis 2007, 819.

[17] Choudhur, L. K.; Parvin, T.; Khan, A. T. Tetrahedron 2009, 65, 9513.

[18] (a) Choudhury, L. H. Synlett 2006, 1619.
(b) Khan, A. T.; Ali, A. M.; Goswami, P.; Choudhury, L. H. J. Org. Chem. 2006, 71, 8961.
(c) Das, B.; Krishnaiah, M.; Katta, V. Tetrahedron Lett. 2006, 47, 4457.
(d) Khan, A. T.; Mondal, E.; Borah, B. M.; Ghosh, S. Eur. J. Org. Chem. 2003, 4113.
(e) Khan, A. T.; Islam, S.; Majee, A.; Chattopadhyay, T.; Ghosh, S. J. Mol. Catal., A: Chem. 2005, 239, 158.
(f) Khan, A. T.; Sahu, P. R.; Majee, A. J. Mol. Catal., A: Chem. 2005, 226, 207.
(g) Khan, A. T.; Mondal, E.; Ghosh, S.; Islam, S. Eur. J. Org. Chem. 2004, 2002.
(h) Das, B.; Holla, H.; Srinivas, Y. Tetrahedron Lett. 2007, 48, 61.

[19] Yadav, L. D. S.; Srivastava, V. P.; Patel, R. Tetrahedron Lett. 2009, 50, 5532.

[20] Yadav, D. K.; Patel, R.; Srivastava, V. P.; Watal, G.; Yadav, L. D. S. Tetrahedron Lett. 2010, 51, 5701.

[21] (a) Liu, J. Y.; Liu, J.; Wang, J. D.; Jiao, D. Q.; Liu, H. W. Synth. Commun. 2010, 40, 2047.
(b) Liu, J. Y.; Cao, G. E.; Xu, W.; Cao, J.; Wang, W. L. Appl. Organomet. Chem. 2010, 24, 685.
(c) Liu, J. Y.; Liu, Q.; Xu, W.; Wang, W. L. Chin. J. Chem. 2011, 29, 1739. (a) Deligeorgiev, T. G. Dyes Pigm. 1990, 12, 243.
(b) Maleki, B.; Salehabadi, H.; Moghaddam, M. K. Acta Chim. Slov. 2010, 57, 741.
(c) Moghaddam, F. M.; Bardajee, G. R.; Ismaili, H.; Taimoory, S. M. D. Synth. Commun. 2006, 36, 2543.
(d) Kodomari, M.; Tamaru, Y.; Aoyama, T. Synth. Commun. 2004,

溴化二甲基溴化硫(BDMS)催化的2-芳基苯并噻唑的合成

Bromodimethylsulfonium Bromide (BDMS)-Catalyzed Synthesis of 2-Arylbenzothiazoles

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