35779-17-0

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 76-03-9 trichloroacetic acid 
• 591-50-4 iodobenzene 
• 932-72-9 (Dichloroiodo)benzene 

Downstream Products

• 591-50-4 iodobenzene 
• 98124-47-1 1,3-bis(trichloroacetoxy)-1-phenylbutane 
• 98124-46-0 1,3-bis(trichloroacetoxy)-1-phenylpropane 
• 98124-49-3 1,3-bis(trichloroacetoxy)-1,3-diphenylpropane 

Relevant academic research and scientific papers

Synthesis of secondary amides from N-Substituted amidines by tandem oxidative rearrangement and isocyanate elimination

In this work an efficient tandem process transforming N-substituted amidines into secondary amides has been described. The process involves N-acylurea formation by reaction of the substrate with bis(acyloxy)(phenyl)-λ3-iodane followed by isocyanate elimination. The periodinane reagents are obtained from the commercially available phenyl-iodine(III) diacetate [PhI(OAc)2, (PIDA)] by ligand exchange with carboxylic acids. The N-substituted amidine substrates are easily synthesized from readily available nitriles. The method is applicable for secondary amide synthesis, based on both aliphatic and (hetero)aromatic amines, including challenging amides consisting of sterically hindered acids and amines. Moreover, the protocol allows one to combine steric bulk with electron deficiency in the target amides (aniline based). Such compounds are difficult to synthesize efficiently based on classical condensation reactions involving carboxylic acids and amines. Overall, the synthetic protocol transforms a nitrile into a secondary amide in both aliphatic and (hetero)aromatic systems.

Solution structure of some λ3 iodanes: An 17O NMR and DFT study

(Figure Presented) The structure of a series of I-O bonded bis(acyloxy)iodoarenes and benzoiodoxolones in chloroform solution has been investigated by 17O NMR spectroscopy and by density functional theory (DFT) calculations, employing the PBE0 functional together with the LANL2DZ basis set extended with polarization (d) and diffuse (p) functions. This combined approach allowed us to ascertain that, although these classes of λ3 iodanes maintain in chloroform solution their solid state "T-shaped" structure, a degenerate [1,3] sigmatropic shift of iodine between the two oxygens of the acyloxy groups occurs in solution. The energy barrier involved in this process differs in the two classes, thus causing significant differences in the 17O NMR spectra, at room temperature, of the two classes of compounds.

Olivanic Acid Analogues. Part 7. Lead Tetra-acetate Oxidation of 3-Alkylthio-7-oxo-1-aza-bicycloheptane-2-carboxylates

Lead tetra-acetate oxidation of alkylthiocarbapenams (2)-(4) gave α-acetoxy sulphides (5)-(7) with inversion of stereochemistry.Iodosobenzene diacetate was also an effective oxidant.Oxidation to sulphone and elimination of alkanesulphinic acid provided th

MERCURY MEDIATED SYNTHESIS OF BIS(CARBOXY)IODOBENZENES

Iodobenzene dibenzoates and acetoxylates can be conveniently prepared from iodobenzene dichloride and the corresponding mercuric carboxylate generated in situ.Especially noteworthy is the high yield preparation of bis(trifluoroacetoxy)iodobenzene.

STUDIES AIMING AT THE SYNTHESIS OF MORPHINE II. Studies on Phenolic Coupling of N-Norreticuline Derivates

The synthesis of salutaridine derivatives via phenolic coupling on norreticuline derivates can be performed in improved yields, using non-metallic oxidizing agents.The assumption of a coordination effect in the preformation of the desired structure is, thus, unnecessary.