IBX-TfOH mediated oxidation of alcohols to aldehydes and ketones under mild reaction conditions
作者： Kamlesh Kumar , Prashant Kumar , Penny Joshi , Diwan S Rawat
DOI: 10.1016/J.TETLET.2020.151749
关键词:
摘要: Abstract An efficient, practical and facile procedure has been developed for the oxidation of primary secondary alcohols using IBX-TfOH catalytic system in 1,4-dioxane at ambient temperature. The reaction affords quantitative yields corresponding carbonyl compounds without formation over oxidized products. present synthetic protocol is compatible with a variety substrates having arene, heteroarene alkene functionalities. can be used higher scale reactions as evident by alcohol 1 g simple filtration process.
elsevier.com
sci-hub.se 参考文章(64)
E. J. Corey, C. U. Kim, New and highly effective method for the oxidation of primary and secondary alcohols to carbonyl compounds Journal of the American Chemical Society. ,vol. 94, pp. 7586- 7587 ,(1972) , 10.1021/JA00776A056
Kanji Omura, Daniel Swern, Oxidation of alcohols by “activated” dimethyl sulfoxide. a preparative, steric and mechanistic study Tetrahedron. ,vol. 34, pp. 1651- 1660 ,(1978) , 10.1016/0040-4020(78)80197-5
Julius T. Su, William A. Goddard, Enhancing 2-iodoxybenzoic acid reactivity by exploiting a hypervalent twist. Journal of the American Chemical Society. ,vol. 127, pp. 14146- 14147 ,(2005) , 10.1021/JA054446X
Ewa Skrzypczak-Jankun, John D. Protasiewicz, Dainius Macikenas, Redirecting Secondary Bonds To Control Molecular and Crystal Properties of an Iodosyl‐ and an Iodylbenzene Angewandte Chemie. ,vol. 39, pp. 2007- 2010 ,(2000) , 10.1002/1521-3773(20000602)39:11<2007::AID-ANIE2007>3.0.CO;2-Z
Samuel L. Bartlett, Christopher M. Beaudry, High-Yielding Oxidation of β-Hydroxyketones to β-Diketones Using o-Iodoxybenzoic Acid Journal of Organic Chemistry. ,vol. 76, pp. 9852- 9855 ,(2011) , 10.1021/JO201810C
Kapil Arya, U Chinna Rajesh, Diwan Singh Rawat, None, Proline confined FAU zeolite: heterogeneous hybrid catalyst for the synthesis of spiroheterocycles via a Mannich type reaction Green Chemistry. ,vol. 14, pp. 3344- 3351 ,(2012) , 10.1039/C2GC35822K
Gerd-Jan ten Brink, Isabel WCE Arends, Roger A Sheldon, Green, catalytic oxidation of alcohols in water Science. ,vol. 287, pp. 1636- 1639 ,(2000) , 10.1126/SCIENCE.287.5458.1636
Marcel Mülbaier, Athanassios Giannis, The Synthesis and Oxidative Properties of Polymer-Supported IBX Angewandte Chemie International Edition. ,vol. 40, pp. 4393- 4394 ,(2001) , 10.1002/1521-3773(20011203)40:23<4393::AID-ANIE4393>3.0.CO;2-2
Matthew S. Sigman, David R. Jensen, Ligand-Modulated Palladium-Catalyzed Aerobic Alcohol Oxidations Accounts of Chemical Research. ,vol. 39, pp. 221- 229 ,(2006) , 10.1021/AR040243M
Shannon S. Stahl, Palladium Oxidase Catalysis: Selective Oxidation of Organic Chemicals by Direct Dioxygen-Coupled Turnover Angewandte Chemie International Edition. ,vol. 43, pp. 3400- 3420 ,(2004) , 10.1002/ANIE.200300630