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Co2(CO)8-catalyzed carbonylation of acetals using N-silylamines
Institution:1. EPSRC Centre for Innovative Manufacturing in Continuous Manufacturing and Crystallisation, Department of Chemical Engineering, Loughborough University, Loughborough, Leicestershire LE11 3TU, UK;2. School of Chemical Engineering, Purdue University, West Lafayette, IN 47907, USA;1. Department of Chemistry, Institute of Chemical Technology, N. Parekh Marg, Matunga, Mumbai 400019, India;2. Department of Chemistry, Graduate School of Science, The University of Tokyo, 5-1-5, Kashiwanoha, Kashiwa, Chiba 277-8561, Japan;3. Department of Complexity Science and Engineering, Graduate School of Frontier Sciences, The University of Tokyo, 5-1-5, Kashiwanoha, Kashiwa, Chiba 277-8561, Japan;4. Institute of Solid State Physics, The University of Tokyo, 5-1-5, Kashiwanoha, Kashiwa, Chiba 277-8581, Japan;1. School of Environment and Energy, South China University of Technology, 510006 Guangzhou, China;2. National Engineering Laboratory for VOCs Pollution Control Technology and Equipment, 510006 Guangzhou, China;3. Guangdong Provincial Key Laboratory of Atmospheric Environment and Pollution Control (SCUT), 510006 Guangzhou, China;4. Guangdong Provincial Engineering and Technology Research Centre for Environmental Risk Prevention and Emergency Disposal, South China University of Technology, 510006 Guangzhou, China;1. Laboratory for Adsorption and Catalysis (LADCA), Department of Chemistry, University of Antwerp, Universiteitsplein 1, 2610 Wilrijk, Belgium;2. VITO NV - Flemish Institute for Technological Research NV, Separation and Conversion Technologies, Boeretang 200, 2400 Mol, Belgium;3. Organic Synthesis, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium;4. BIMEF Laboratory, Department of Chemistry, University of Antwerp, Universiteitsplein 1, 2610 Wilrijk, Belgium;5. EMAT, Department of Physics, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium;6. Res. Dept. Electrochemical & Surface Engineering, Department of Materials and Chemistry, Vrije Universiteit Brussel, Pleinlaan 2, 1050 Brussels, Belgium
Abstract:Formaldehyde dialkyl acetals and cyclic acetal, 1,3-dioxolane, are smoothly carbonylated using N-silylamines at 140–160 °C under 70–88 kg cm−2 CO pressure in the presence of a catalytic amount of Co2(CO)8 to give the corresponding 2-alkoxyamides in moderate to good yields. In the carbonylation of formaldehyde dialkyl acetals using N-silylamines, addition of pyridine drastically enhances the catalytic activity.
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