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Dearomatization of a 3-Hydroxypyridine through an unexpected Oxidative Deformylation Process: an Entry to Aza-cyclohexadienones

Abstract : Phenols are well-known precursors of cyclohexadienones, which have found useful widespread applications in organic synthesis. In contrast, their hydroxypyridine counterparts have not been explored yet. An unprecedented oxidative dearomatization of 3-hydroxypyridine involving an unexpected deformylation step, is reported. The chemical reactivity of the subsequent unreported aza-cylohexadiene-type compound, was also explored.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-03010593
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Submitted on : Wednesday, December 2, 2020 - 6:16:42 PM
Last modification on : Thursday, December 10, 2020 - 3:35:22 AM

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Afef Mabrouki, Patricia Le Nahenec-Martel, Abdelkader Kriaa, Ahmed Hedhli, Pierre-Yves Renard, et al.. Dearomatization of a 3-Hydroxypyridine through an unexpected Oxidative Deformylation Process: an Entry to Aza-cyclohexadienones. SYNLETT, Georg Thieme Verlag, 2020, 31 (15), pp.1497-1500. ⟨10.1055/s-0040-1706870⟩. ⟨hal-03010593⟩

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