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Updated: Jun 1, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
3-(5-Nitro-2-fur-yl)-1-phenyl-prop-2-yn-1-one
Abstract:
In the title compound, C(13)H(7)NO(4), the 2-furyl ring is essentially planar, with a maximum deviation of 0.004 (1) Å. It is inclined at an angle of 11.69 (4)° to the benzene ring. The nitro group is slightly twisted out of the plane of the 2-furyl ring, with a dihedral angle of 5.72 (8)°. There is a short O⋯C contact of 2.8562 (8) Å (symmetry code: -x, -y, 2 - z). In the crystal packing, mol-ecules are linked via a pair of inter-molecular C-H⋯O hydrogen bonds, giving rise to an R(2) (2)(10) ring motif. Mol-ecules are further linked into two-dimensional networks parallel to [100] via other inter-molecular C-H⋯O hydrogen bonds. The crystal structure is consolidated by C-H⋯π inter-actions.
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