Efficient synthesis of the cyclopentanone fragrances (Z)-3-(2-oxopropyl)-2-(pent-2-en-1-yl)cyclopentanone and Magnolione®
نویسندگان
چکیده
منابع مشابه
(Z)-4-(2-Naphthylamino)pent-3-en-2-one
The title compound, C(15)H(15)NO, which was synthesized under solvent-free conditions by the reaction of acetoacetone and 2-naphthyl-amine, adopts a Z conformation about the C=C bond. The enamine-ketone fragment is approximately planar [maximum deviation = 0.026 (3) Å] and forms a dihedral angle of 39.78 (3)° with the naphthalene ring system. An intra-molecular N-H⋯O hydrogen bond is observed.
متن کامل(Z)-4-(2-Hydroxyanilino)pent-3-en-2-one
In the title compound, C(11)H(13)NO(2), the dihedral angle between the planes defined by the 2-hy-droxy-phenyl-amino group and the pent-3-en-2-one mean plane [maximum deviations = 0.0275 (19) and 0.054 (2) Å, respectively] is 31.01 (10)°. There are intra-molecular bifurcated N-H⋯(O,O) hydrogen bonds involving the amine NH group and the adjacent carbonyl and hy-droxy O atoms. In the crystal, mol...
متن کامل(Z)-3-(2-Aminoanilino)-1-phenylbut-2-en-1-one
In the title compound, C16H16N2O, the phenyl and 2-amino-phenyl rings are almost perpendicular to one another, with a dihedral angle of 82.77 (8)°. There is an intra-molecular N-H⋯O hydrogen bond in the mol-ecule. In the crystal, mol-ecules are linked via N-H⋯O hydrogen bonds forming chains along [001]. There are also C-H⋯π inter-actions present, linking the chains to form a three-dimensional s...
متن کامل(Z)-3-(2-Methoxyanilino)-1-phenylbut-2-en-1-one
In the title compound, C(17)H(17)NO(2), the dihedral angle between the two benzene rings is 55.2 (2)°. The meth-oxy group is slightly twisted away from the aniline ring [dihedral angle = 10.3 (2)°]. An intra-molecular N-H⋯O inter-action is present. In the crystal, the mol-ecules are linked into a three-dimensional supra-molecular network through two sets of C-H⋯π inter-actions.
متن کامل4-(2-Methylanilino)pent-3-en-2-one
The title enamino ketone, C(12)H(15)NO, a derivative of 4-(phenyl-amino)-pent-3-en-2-one, presents a roughly planar [greatest displacement of an atom from the pentenone plane is 0.033 (2) Å] pentenone backbone, enhanced by an intra-molecular N-H⋯O hydrogen bond; the asymmetry in C-C distances in the group suggests the presence of unsaturated bonds. The overall geometry in the free ligand differ...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2014
ISSN: 0040-4020
DOI: 10.1016/j.tet.2013.11.066