caa a22 4500 445878495 CHVBK 20180317145534.0 cr unu---uuuuu 170323e20110801xx s 000 0 eng 10.1007/s11030-010-9292-z doi (NATIONALLICENCE)springer-10.1007/s11030-010-9292-z Metal-free activation of H2O2 by synergic effect of ionic liquid and microwave: chemoselective oxidation of benzylic alcohols to carbonyls and unexpected formation of anthraquinone in aqueous condition [Elektronische Daten] [Rakesh Kumar, Nandini Sharma, Naina Sharma, Abhishek Sharma, Arun Sinha] H2O2 mediated oxidation of alcohols in ionic liquid is revisited, wherein, ionic liquids under the influence of microwave irradiation have been found to facilitate activation of H2O2 without any metal catalyst in aqueous condition. The method utilizes a neutral ionic liquid [hmim]Br both as catalyst and solvent for efficient and chemoselective oxidation of benzyl alcohol derivatives on aromatic (β, γ) alcohols, cyclic and aliphatic analogues, which can be a useful synthetic approach in total synthesis of complex organic compounds/natural products. Moreover, an unexpected oxidation of 9-anthracenyl propanol, a polyaromatic benzyl alcohol, resulting in the formation of 9,10-anthraquinone by the loss of propyl side chain was observed. Plausible mechanism and further exploration of this method on various other related substrates are discussed in detail. Springer Science+Business Media B.V., 2010 Oxidation nationallicence Ionic liquids nationallicence Microwave nationallicence Metal-free nationallicence Hydrogen peroxide nationallicence Kumar Rakesh Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut Sharma Nandini Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut Sharma Naina Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut Sharma Abhishek Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut Sinha Arun Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut Molecular Diversity Springer Netherlands 15/3(2011-08-01), 687-695 1381-1991 15:3<687 2011 15 11030 https://doi.org/10.1007/s11030-010-9292-z text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s11030-010-9292-z text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Kumar Rakesh Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut NATIONALLICENCE 700 1- Sharma Nandini Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut NATIONALLICENCE 700 1- Sharma Naina Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut NATIONALLICENCE 700 1- Sharma Abhishek Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut NATIONALLICENCE 700 1- Sinha Arun Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, 176061, Palampur, HP, India aut NATIONALLICENCE 773 0- Molecular Diversity Springer Netherlands 15/3(2011-08-01), 687-695 1381-1991 15:3<687 2011 15 11030 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer