2057-87-6Relevant articles and documents
Oxidative Dehomologation of Aldehydes with Oxygen as a Terminal Oxidant
Shipilovskikh, Sergei A.,Rubtsov, Aleksandr E.,Malkov, Andrei V.
supporting information, p. 6760 - 6762 (2017/12/26)
A mild, efficient protocol for oxidative cleavage of C-C bonds in aldehydes has been developed that employs alkali metal hydrides as reagents and oxygen from air as a terminal oxidant. The method is applicable to a broad substrate range.
Efficient solvent-free synthesis of thiazolidin-4-ones from phenylhydrazine and 2,4-dinitrophenylhydrazine
Neuenfeldt, Patrícia D.,Drawanz, Bruna B.,Siqueira, Geonir M.,Gomes, Claudia R.B.,Wardell, Solange M.S.V.,Flores, Alex F.C.,Cunico, Wilson
supporting information; experimental part, p. 3106 - 3108 (2010/07/18)
An efficient solvent-free synthesis of thiazolidinones from reaction of mercaptoacetic acid, aldehydes (benzaldehyde and valeraldehyde) or ketones (cyclopentanone and cyclohexanone), and hydrazines (phenylhydrazine and 2,4-dinitrophenylhydrazine) is reported. The compounds were generally characterized by spectroscopic techniques and specifically for 2-cyclohexanyl-3-(N-phenyl)-1,3-thiazolidin-4-one by X-ray crystallography.
The application of intramolecular radical cyclizations of acylsilanes in the regiospecific formation of cyclic silyl enol ethers
Huang,Chang,Wang,Tsai
, p. 8983 - 8991 (2007/10/03)
Acylsilanes with terminal α-stannyl bromide or xanthate functionalities are prepared, α-Stannyl radicals generated from these acylsilanes undergo intramolecular cyclizations to give cyclic silyl enol ethers regiospecifically. The radical processes involve radical cyclization, Brook rearrangement, and β-fragmentation in sequence. A tributylstannyl group serves as the radical leaving group. The newly formed σ-bond and π-bond are located between the same two carbon atoms. This approach is limited to the formation of five-membered rings. In another route, ω-bromo-α-phenylsulfonylacylsilanes are synthesized. The radical cyclizations of these α-sulfonylacylsilanes also give cyclic silyl enol ethers. The phenylsulfonyl moiety is the radical leaving group in this system. Furthermore, the newly formed σ-bond and π-bond are located at adjacent positions sharing a single carbon atom. The latter approach is effective for both five- and six-membered ring formation.