33641-39-3Relevant academic research and scientific papers
X-ray investigations of sulfur-containing fungicides. III. Intramolecular forces governing the conformation of a novel orthorhombic polymorph of benzoylmethyl phenyl sulfone, benzoylmethyl 4-chlorophenyl sulfone and benzoylphenylmethyl phenyl sulfone
Wolf
, p. 806 - 814 (2001)
The crystal and molecular structures of three β-ketosulfones: benzoylmethyl phenyl sulfone (I), benzoylmethyl 4-chlorophenyl sulfone (II) and benzoylphenylmethyl phenyl sulfone (III) have been investigated using X-ray analysis and quantum mechanics ab initio calculations. Compound (I) crystallizes in the monoclinic and orthorhombic crystal systems. The crystal structure of the orthorhombic polymorph has not been reported previously. At room temperature and in the presence of daylight the pale yellow orthorhombic crystals undergo transformation to the stable colourless monoclinic polymorph. Hyperconjugative σ(S-C1) - π*(C2=O3) and σ*(S-C1) -π(C2=O3) stabilization energies in benzoylmethyl phenyl sulfones are highly dependent on the central dihedral angle α: S-C1-C2=O3 and arc largest for a gauche arrangement, as found in both crystal forms of (I). The electron density distribution in all compounds (I), (II) and (III) is significantly affected by interactions of oxygen lone pairs with non-bonding orbitals of the adjacent S-C1 and C1-C2 bonds. The latter effect is responsible for back-donation of the electron density from O atoms towards the central part of the molecule.
Iron-catalyzed direct difunctionalization of alkenes with dioxygen and sulfinic acids: A highly efficient and green approach to β-ketosulfones
Wei, Wei,Wen, Jiangwei,Yang, Daoshan,Wu, Min,You, Jinmao,Wang, Hua
supporting information, p. 7678 - 7681 (2014/12/10)
A novel iron-catalyzed direct difunctionalization of alkenes with sulfinic acids and dioxygen for the synthesis of β-ketosulfones has been developed under mild conditions. The present protocol, which utilizes an inexpensive iron salt as the catalyst, readily available benzenesulfinic acids as the sulfonylating reagents, and dioxygen as the oxidant and oxygen source, provides a cost-effective and environmentally benign approach to access various β-ketosulfones.
Efficient conversion of sulfones into β-keto sulfones by N-acylbenzotriazoles
Katritzky, Alan R.,Abdel-Fattah, Ashraf A. A.,Wang, Mingyi
, p. 1443 - 1446 (2007/10/03)
Acyclic sulfones 4a-f and alicyclic sulfone 7 react with readily available N-acylbenzotriazoles 3a-g (derived from aliphatic, aromatic, and heteroaromatic carboxylic acids) to provide the corresponding β-keto sulfones 5a-n and 8a-c, respectively, in good
ISOSELECTIVITY RELATIONSHIP IN THE "HALOGENOPHILIC" REACTION OF α-CHLORODESYL ARYL SULFONES WITH SODIUM THIOPHENOLATES
Karavan, V. S.,Simonov, D. A.,Novikov, M. S.
, p. 812 - 816 (2007/10/02)
In reaction with sodium thiophenolate in methanol in the presence of an equimolar excess of thiophenol, α-chlorodesyl aryl sulfones are reduced to the corresponding sulfones.It was established that the nature of the "structure-selectivity" relationship is
