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N,N'-Linked biazoles : Part 7. Oxidative dimerization of n-unsubstituted tetrahydroindazolones
Institution:1. Laboratory of Applied Chemistry and Environment (URAC 18), Faculty of Sciences, University Mohammed Premier, B.P. 4808, 60046 Oujda, Morocco;2. Laboratory of Applied Chemistry and Environment, ENSA, Université Ibn Zohr, PO Box 1136, 80000 Agadir, Morocco;1. Department of Applied Chemistry, Graduate School Science and Technology, Tokushima University, Tokushima, 770-8506, Japan;2. Department of Optical Science and Technology, Graduate School Science and Technology, Tokushima University, Tokushima, 770-8506, Japan;3. Graduate School Engineering, Chiba University, Chiba, 263-8522, Japan;1. Department of Organic Chemistry, Belarusian State University, Leningradskaya 14, Minsk 220050, Belarus;2. Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, Tallinn 12618, Estonia;1. Department of Medicinal Chemistry, Shanghai Institute of Materia Medica, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 201203, China;2. Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai 200444, China
Abstract:The structure of the products obtained by oxidative dimerization of tetrahydroindazolones was established as being N(1)-C(3a') dimers. In one case a C(3a)-C(3a') dimer was also isolated, but N-N'-Linked dimers were never found, contrary to a previous report in the literature. A complete 13-carbon nmr study of the monomers and their fixed methylated derivatives was performed to determine the most abundant tautomer in each case, since the tautomerism study of tetrahydroindazolone and of its 4-ethoxycarbonyl derivative was needed to fully determine the structure of the dimers.
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