Dehydrogenation of n-heterocyclic compounds using H 2 O 2 and mediated by polar solvents Alejandro Baeza, Natalia Llopis, Patricia Gisbert, Jara Correa University of Alicante, Spain During the last years, the concerns about the development of safety, sustainable and straightforward methodologies as an attempt to minimize the use and generation of hazardous substances have been acquiring importance in our society, especially within organic chemists, giving rise to the so-called Green Chemistry. In such a way, our research group has been exploring the use of fluorinated alcohols as solvents and promoters in organic reactions due to their unique chemical and physical properties, in comparison to their non-fluorinated analogues. Particularly, their high hydrogen-bond donor capacity and low nucleophilicity make them perfect candidates as promoters of reactions involving ionic processes and/or hydrogen-bond activation. 1 In this sense, over the last years, we became interested in the use of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in combination with H 2 O 2 as green alternative for the oxidation of organic compounds, especially nitrogenated ones. 2 Thus, it was decided to perform the oxidative dehydrogenation of N -heterocycles by using this combination in a metal and catalyst-free methodology. Furthermore, it is worth to highlight that during the study, it was observed that H 2 O could also be employed as solvent in combination of H 2 O 2 for this dehydrogenation reaction obtaining, in both solvents, good to excellent yields for the corresponding heteroaromatic compounds. 3
References 1. H. F. Motiwala, A. M. Armaly, J. G. Cacioppo, T. C. Coombs, K. R. K. Koehn, V. M. Norwood IV and Jeffrey Aubé, Chem. Rev. , 2022, 122 , 12544-12747 and references therein.
2. N. Llopis, P. Gisbert and A. Baeza, J. Org. Chem ., 2020, 85 , 11072-11079. 3. N. Llopis, P. Gisbert and A. Baeza, Adv. Synth. Catal . 2021, 363 , 3245-3249. 4. N. Llopis, P. Gisbert, A. Baeza and J. Correa, Adv. Synth. Catal . 2022, 364 , 1205-1210
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