Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of N-heterocyclic compounds

作者: Jinying Wang , Ningbo Li , Renhua Qiu , Xiaohong Zhang , Xinhua Xu

DOI: 10.1016/J.JORGANCHEM.2015.02.014

关键词:

摘要: Abstract Zirconocene bis(perfluorobutanesulfonate) is air- and water-stable proved to be ionic on basis of conductivity measurements. It exhibits high catalytic efficiency for the synthesis N-heterocyclic compounds under solvent-free condition, such as benzimidazoles, benzodiazepines, dihydropyrimidinones dihydropyridines mild condition. Furthermore, it can reused without loss activity in a test five cycles. This system affords simple efficient approach compounds.

参考文章(56)
Lucinda M. Dudd, Eleni Venardou, Eduardo Garcia-Verdugo, Peter Licence, Alexander J. Blake, Claire Wilson, Martyn Poliakoff, Synthesis of benzimidazoles in high-temperature water Green Chemistry. ,vol. 5, pp. 187- 192 ,(2003) , 10.1039/B212394K
Ningbo Li, Xie Wang, Renhua Qiu, Xinhua Xu, Jinyang Chen, Xiaohong Zhang, Sihai Chen, Shuangfeng Yin, Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of α-aminophosphonates via Kabachnik–Fields reaction under solvent-free condition Catalysis Communications. ,vol. 43, pp. 184- 187 ,(2014) , 10.1016/J.CATCOM.2013.10.013
Jie-Ping Wan, Shi-Feng Gan, Jian-Mei Wu, Yuanjiang Pan, Water mediated chemoselective synthesis of 1,2-disubstituted benzimidazoles using o-phenylenediamine and the extended synthesis of quinoxalines Green Chemistry. ,vol. 11, pp. 1633- 1637 ,(2009) , 10.1039/B914286J
T. Keith Hollis, B. Bosnich, HOMOGENEOUS CATALYSIS. MECHANISMS OF THE CATALYTIC MUKAIYAMA ALDOL AND SAKURAI ALLYLATION REACTIONS Journal of the American Chemical Society. ,vol. 117, pp. 4570- 4581 ,(1995) , 10.1021/JA00121A015
Zhuan Fang, Guo-Chuan Zhou, Shi-Long Zheng, Guang-Li He, Ju-Lian Li, Ling He, Di Bei, Lithium chloride-catalyzed selective demethylation of aryl methyl ethers under microwave irradiation Journal of Molecular Catalysis A-chemical. ,vol. 274, pp. 16- 23 ,(2007) , 10.1016/J.MOLCATA.2007.04.013
Ch.Venkateshwar Reddy, M Mahesh, P.V.K Raju, T.Ramesh Babu, V.V.Narayana Reddy, Zirconium(IV) chloride catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones Tetrahedron Letters. ,vol. 43, pp. 2657- 2659 ,(2002) , 10.1016/S0040-4039(02)00280-0
Yun Ma, Changtao Qian, Limin Wang, Min Yang, Lanthanide triflate catalyzed Biginelli reaction. one-pot synthesis of dihydropyrimidinones under solvent-free conditions. Journal of Organic Chemistry. ,vol. 65, pp. 3864- 3868 ,(2000) , 10.1021/JO9919052
ShŪ Kobayashi, Kei Manabe, Development of Novel Lewis Acid Catalysts for Selective Organic Reactions in Aqueous Media Accounts of Chemical Research. ,vol. 35, pp. 209- 217 ,(2002) , 10.1021/AR000145A
Marta Llorca, Marinella Farré, Máximo Sebastián Tavano, Bruno Alonso, Gabriel Koremblit, Damià Barceló, Fate of a broad spectrum of perfluorinated compounds in soils and biota from Tierra del Fuego and Antarctica Environmental Pollution. ,vol. 163, pp. 158- 166 ,(2012) , 10.1016/J.ENVPOL.2011.10.027
Renhua Qiu, Guoping Zhang, Xinhua Xu, Kangbin Zou, Lingling Shao, Dawei Fang, Yinhui Li, Akihiro Orita, Ryosuke Saijo, Hidetaka Mineyama, Tomoyoshi Suenobu, Shunichi Fukuzumi, Delie An, Junzo Otera, Metallocene bis(perfluoroalkanesulfonate)s as air-stable cationic Lewis acids Journal of Organometallic Chemistry. ,vol. 694, pp. 1524- 1528 ,(2009) , 10.1016/J.JORGANCHEM.2008.12.057