Synthesis of aryl-substituted pyridines via cyclization of N,N-dialkylanilines with ketoxime carboxylates under metal-organic framework catalysis

作者: Phuong TM Ha , Binh TT Le , Trung C To , Son H Doan , Tung T Nguyen

DOI: 10.1016/J.JIEC.2017.05.028

关键词:

摘要: Abstract Iron-organic framework Fe 3 O(BPDC) was synthesized, and subsequently utilized as an productive heterogeneous catalyst for the cyclization reaction of N,N -dialkylanilines with ketoxime carboxylates to produce aryl-substituted pyridines. This iron-organic demonstrated remarkably higher catalytic productivity synthesis pyridines compared numerous conventional homogeneous catalysts well MOF-based catalysts. It possible reuse iron-framework in transformation cycles without a noticeable decline activity. To our best knowledge, this is first approach towards from ketoximes.

参考文章(59)
Beatriz Seoane, Sonia Castellanos, Alla Dikhtiarenko, Freek Kapteijn, Jorge Gascon, Multi-scale crystal engineering of metal organic frameworks Coordination Chemistry Reviews. ,vol. 307, pp. 147- 187 ,(2016) , 10.1016/J.CCR.2015.06.008
A. Corma, H. García, F. X. Llabrés i Xamena, Engineering Metal Organic Frameworks for Heterogeneous Catalysis Chemical Reviews. ,vol. 110, pp. 4606- 4655 ,(2010) , 10.1021/CR9003924
Yang Bai, Lichang Tang, Huawen Huang, Guo-Jun Deng, Synthesis of 2,4-diarylsubstituted-pyridines through a Ru-catalyzed four component reaction. Organic and Biomolecular Chemistry. ,vol. 13, pp. 4404- 4407 ,(2015) , 10.1039/C5OB00162E
Yan Shen, Jiuxi Chen, Miaochang Liu, Jinchang Ding, Wenxia Gao, Xiaobo Huang, Huayue Wu, Copper-catalyzed direct C–H arylation of pyridine N-oxides with arylboronic esters: one-pot synthesis of 2-arylpyridines Chemical Communications. ,vol. 50, pp. 4292- 4295 ,(2014) , 10.1039/C3CC48767A
Grzegorz Litwinienko, A. L. J. Beckwith, K. U. Ingold, The frequently overlooked importance of solvent in free radical syntheses Chemical Society Reviews. ,vol. 40, pp. 2157- 2163 ,(2011) , 10.1039/C1CS15007C
Rosilda Selvin, Hsiu-Ling Hsu, Tze-Min Her, Acylation of anisole with acetic anhydride using ZSM-5 catalysts: Effect of ZSM-5 particle size in the nanoscale range Catalysis Communications. ,vol. 10, pp. 169- 172 ,(2008) , 10.1016/J.CATCOM.2008.08.013
Sandeep Kaur, Manoj Kumar, Vandana Bhalla, AIEE active perylene bisimide supported mercury nanoparticles for synthesis of amides via aldoximes/ketoximes rearrangement Chemical Communications. ,vol. 51, pp. 4085- 4088 ,(2015) , 10.1039/C4CC10273H
Avik Kumar Bagdi, Sougata Santra, Kamarul Monir, Alakananda Hajra, Synthesis of imidazo[1,2-a]pyridines: a decade update Chemical Communications. ,vol. 51, pp. 1555- 1575 ,(2015) , 10.1039/C4CC08495K
J. Canivet, M. Vandichel, D. Farrusseng, Origin of highly active metal-organic framework catalysts: defects? Defects! Dalton Transactions. ,vol. 45, pp. 4090- 4099 ,(2016) , 10.1039/C5DT03522H
Fen Xu, Chunxiang Wang, Haolong Wang, Xincheng Li, Boshun Wan, Eco-friendly synthesis of pyridines via rhodium- catalyzed cyclization of diynes with oximes† Green Chemistry. ,vol. 17, pp. 799- 803 ,(2015) , 10.1039/C4GC01756K