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Journal Articles Organic Letters Year : 2022

Ketenimines as Intermediates To Access Difluoromethoxylated Scaffolds

Abstract

We report herein the in situ generation of difluoromethoxylated ketenimines. This novel intermediate is readily obtained from the corresponding oxime through a Beckmann rearrangement. The reactivity potential of this species is demonstrated as it easily undergoes addition of various nucleophiles, with a great modularity of the starting oxime. The broad applicability of this transformation leads to a chemical library of original molecules, bearing-OCHF2, an Emergent Fluorinated Group (EFG).
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hal-03843401 , version 1 (08-11-2022)

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Anaïs Loison, Gilles Hanquet, Fabien Toulgoat, Thierry Billard, Armen Panossian, et al.. Ketenimines as Intermediates To Access Difluoromethoxylated Scaffolds. Organic Letters, 2022, ⟨10.1021/acs.orglett.2c03283⟩. ⟨hal-03843401⟩
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