Mg(ClO4)2催化2-取代-4-甲酰基-1,2,3-三唑与β-环己二酮的缩合反应

高等学校化学学报 ›› 2011, Vol. 32 ›› Issue (6): 1301.

Mg(ClO4)2催化2-取代-4-甲酰基-1,2,3-三唑与β-环己二酮的缩合反应

刘晨江^1,2,3,赵新海^2,3,王昭申^2,³

1. 新疆大学理化测试中心,
2. 化学化工学院, 石油天然气精细化工教育部&自治区重点实验室,
3. 乌鲁木齐绿色催化与合成技术重点实验室, 乌鲁木齐 830046

收稿日期:2010-10-04 修回日期:2010-11-29 出版日期:2011-06-10 发布日期:2011-05-10
通讯作者: 刘晨江 E-mail:pxylcj@126.com
基金资助:
国家自然科学基金(批准号: 20662009, 20862016)和乌鲁木齐市科技计划项目(批准号: H101133001)资助.

Condensation of 2-Substituted-4-formyl-1,2,3-triazole with β-Cyclohexanedione Catalyzed by Mg(ClO4)2

LIU Chen-Jiang^1,2,3*, ZHAO Xin-Hai^2,3, WANG Zhao-Shen^2,3

1. Physics and Chemistry Detecting Center,
2. Key Laboratory of Oil and Gas Fine Chemicals of Ministry of Education & Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering,
3. Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, Xinjiang University, Urumqi 830046, China

Received:2010-10-04 Revised:2010-11-29 Online:2011-06-10 Published:2011-05-10
Contact: LIU Chen-Jiang E-mail:pxylcj@126.com
Supported by:
国家自然科学基金(批准号: 20662009, 20862016)和乌鲁木齐市科技计划项目(批准号: H101133001)资助.

摘要/Abstract

摘要： 在Mg(ClO4)2催化下， 2-取代-4-甲酰基-1,2,3-三唑代替传统的芳香醛与β-环己二酮在乙腈介质中进行缩合反应生成氧杂蒽. 而在没有催化剂的体系中，反应生成的是氧杂蒽开环产物.

关键词: 氧杂蒽, Mg(ClO4)2, 2-取代-4-甲酰基-1,2,3-三唑

Abstract: The condensation reaction of 2-substituted-4-formyl-1,2,3-triazole instead of the ordinary aldehydes with β-cyclohexanedione was investigated by acrylonitrile as a reaction medium, employing Mg(ClO4)2 as the catalyst. It was found that when it was carried out in the presence of Mg(ClO4)2, its selectivity gave the xanthenes. Further study showed that without additional catalyst this reaction could give xanthenediones ring-opening derivatives.

Key words: Xanthenes, Mg(ClO4)2, 2-substituted-4-formyl-1,2,3-triazole, Synthesis

中图分类号:

O621.25

TrendMD:

刘晨江赵新海王昭申. Mg(ClO4)2催化2-取代-4-甲酰基-1,2,3-三唑与β-环己二酮的缩合反应. 高等学校化学学报, 2011, 32(6): 1301.

LIU Chen-Jiang*, ZHAO Xin-Hai, WANG Zhao-Shen. Condensation of 2-Substituted-4-formyl-1,2,3-triazole with β-Cyclohexanedione Catalyzed by Mg(ClO4)2. Chem. J. Chinese Universities, 2011, 32(6): 1301.

参考文献

参考文献 [1] O'callaghan C. N., Mcmurry T. B. H. J. Chem. Res. Synop. [J], 1995: 214 [2] Kuthan J., Sebek P., Bohm S. Advances in heterocyclic chemistry. [M], New York : Academic Press Inc, 1995 [3] Chang K. J., An Y. J., Uh H., Jeong K. S. [J], J. Org. Chem. 2004, 69: 6556—6563 [4] Dar-Doyen S., Doizi D., Guilbaud P., Djedani-Pilard F., Perly B., Mill P. [J], J. Phys. Chem. B. 2003, 107: 13803—13812 [5] Ajtai K., Burghardt T. P. [J]. Biochemistry. 1995, 34: 15943—15952 [6] Greenblatt M. S., Benntt W. P. Hollstein M. [J], Cancer Res. 1994, 54: 48552—48782 [7] Niederman M. S. [J], Int. J. Antimicrob. Agents, 2005, 3: 170—175 [8] Nagarajan K., Shenoy S. J. [J], Indian J. Chem. 1992, 31: 73—87 [9] Kantevari S., Bantu R., Nagarapu L. [J], Arkivoc, 2006, xvi: 136—148 [10] Jin T S., Zhang J. S., Wang A. Q., Li T. S. [J], Ultrason. Sonochem, 2006, 13: 220—224 [11] Das B., Thirupathi P., Mahender I., Reddy V. S., Rao Y. K. [J], J. Mol. Catal. A: Chem, 2006, 247: 233—239 [12] John A., Yadav P. J. P., Palaniappan S. [J], J. Mol. Catal. A: Chem, 2006, 248: 121—125 [13] Sato S., Naito Y., Aoki K. [J], Carbohydr. Res, 2007, 342: 913—918 [14] Shakibaei G. I., Mirzaei P., Bazgir A. [J]. Appl. Catal. A, 2007, 325: 188—192 [15] Kantevari S., Bantu R., Nagarapu L. [J], J. Mol. Catal. A: Chem, 2007, 269: 53—57 [16] Das B., Thirupathi P., Reddy, K. R., Ravikanth B., Nagarapu L. [J], Catal. Commun, 2007, 8: 535–538 [17] Srihari P., Mandal S. S., Reddy J. S. S., Srinivasa Rao R., Yadav J. S. [J], Chin. Chem. Lett, 2008, 19: 771—774 [18] Zhang Z. H., Liu, Y. H. [J], Catal. Commun, 2008, 9: 1715—1719 [19] Seyyedhamzeh M., Mirzaei P., Bazgir A. [J], Dyes and Pigments, 2008, 76: 836—839 [20] (a) Venkatesan K., Pujari S. S., Lahoti R. J., Srinivasan K. V. [J], Ultrason. Sonochem, 2008, 15: 548—553 (b) Dabiri M., Baghbanzadeh M., Arzroomchilar E. [J], Catal. Commun, 2008, 9: 939—942