Metal-free synthesis of cyano acrylates via cyanuric chloride-mediated three-component reactions involving a cascade consists of Knoevenagel condensation/cyano hydration/esterification
作者： Jie-Ping Wan , Yanfeng Jing , Yunyun Liu , Shouri Sheng
DOI: 10.1039/C4RA13826K
关键词:
摘要: The synthesis of cyano acrylates has been achieved via an organocatalytic domino Knoevenagel reaction, hydration and esterification under metal-free conditions without using any additional solvent. During the in situ produced water from condensation promotes group initiates subsequent esterification, which makes up a novel, clean atom economical route towards acrylates.
rsc.org
sci-hub.se 参考文章(47)
Chandra M. R. Volla, Iuliana Atodiresei, Magnus Rueping, Catalytic C-C bond-forming multi-component cascade or domino reactions: pushing the boundaries of complexity in asymmetric organocatalysis. Chemical Reviews. ,vol. 114, pp. 2390- 2431 ,(2014) , 10.1021/CR400215U
Liang-Qiu Lu, Jia-Rong Chen, Wen-Jing Xiao, Development of cascade reactions for the concise construction of diverse heterocyclic architectures. Accounts of Chemical Research. ,vol. 45, pp. 1278- 1293 ,(2012) , 10.1021/AR200338S
Moni Sharma, Shashi Pandey, Kuldeep Chauhan, Deepty Sharma, Brijesh Kumar, Prem MS Chauhan, None, Cyanuric Chloride Catalyzed Mild Protocol for Synthesis of Biologically Active Dihydro/Spiro Quinazolinones and Quinazolinone-glycoconjugates Journal of Organic Chemistry. ,vol. 77, pp. 929- 937 ,(2012) , 10.1021/JO2020856
Jie-Ping Wan, Yunfang Lin, Kaikai Hu, Yunyun Liu, Secondary amine-initiated three-component synthesis of 3,4-dihydropyrimidinones and thiones involving alkynes, aldehydes and thiourea/urea. Beilstein Journal of Organic Chemistry. ,vol. 10, pp. 287- 292 ,(2014) , 10.3762/BJOC.10.25
Peter I. Dalko, Lionel Moisan, In the Golden Age of Organocatalysis Angewandte Chemie. ,vol. 43, pp. 5138- 5175 ,(2004) , 10.1002/ANIE.200400650
Biswanath Das, Malampati Srilatha, Boyapati Veeranjaneyulu, Bethapudi Rama Rao, An Efficient, One-Pot, MulticomponentSynthesis of β-Acetamido Carbonyl Compounds Using CyanuricChloride in an Aqueous Medium Synthesis. ,vol. 2010, pp. 803- 806 ,(2010) , 10.1055/S-0029-1218584
Florian Hamon, Gildas Prié, Frédéric Lecornué, Sébastien Papot, Cyanuric chloride: an efficient reagent for the Lossen rearrangement Tetrahedron Letters. ,vol. 50, pp. 6800- 6802 ,(2009) , 10.1016/J.TETLET.2009.09.115
Mohammad A. Bigdeli, Gholam Hossein Mahdavinia, Saeed Jafari, Hassan Hazarkhani, Wet 2,4,6-trichloro[1,3,5]triazine (TCT) an efficient catalyst for synthesis of α,α′-bis(substituted-benzylidene) cycloalkanones under solvent-free conditions Catalysis Communications. ,vol. 8, pp. 2229- 2231 ,(2007) , 10.1016/J.CATCOM.2007.05.010
Dieter Enders, Oliver Niemeier, Alexander Henseler, Organocatalysis by N-Heterocyclic Carbenes Chemical Reviews. ,vol. 107, pp. 5606- 5655 ,(2007) , 10.1021/CR068372Z
Andrea-Nekane Alba, Xavier Companyo, Monica Viciano, Ramon Rios, Organocatalytic domino reactions Current Organic Chemistry. ,vol. 13, pp. 1432- 1474 ,(2009) , 10.2174/138527209789055054