39651-00-8Relevant academic research and scientific papers
Convenient synthesis of benziodazolone: New reagents for direct esterification of alcohols and amidation of amines
Postnikov, Pavel S.,Rohde, Gregory T.,Saito, Akio,Shea, Michael T.,Vlasenko, Yulia A.,Yoshimura, Akira,Yusubov, Mekhman S.,Zhdankin, Viktor V.
, (2021/12/17)
Hypervalent iodine heterocycles represent one of the important classes of hypervalent iodine reagents with many applications in organic synthesis. This paper reports a simple and convenient synthesis of benziodazolones by the reaction of readily available iodobenzamides with m-chloroperoxybenzoic acid in acetonitrile at room temperature. The structure of one of these new iodine heterocycles was confirmed by X-ray analysis. In combination with PPh3 and pyridine, these benziodazolones can smoothly react with alcohols or amines to produce the corresponding esters or amides of 3-chlorobenzoic acid, respectively. It was found that the novel benziodazolone reagent reacts more efficiently than the analogous benziodoxolone reagent in this esterification.
Oxidative conversion of aldoximes into carboxylic acid esters
Said,Skarzewski,Mlochowski
, p. 1851 - 1862 (2007/10/02)
Aromatic and aliphatic aldoximes or their O-methyl ethers can be efficiently converted into the corresponding carboxylic acid esters by treatment with an alcoholic solution of 30% hydrogen peroxide in the presence of catalytic amounts of 2-nitrobenzeneseleninic acid. Primary alcohols give excellent to good yields, secondary ones - good to moderate, but with tertiary alcohols no esterification is observed.
Decomposition of Diacyl Peroxides. Part 9. Mechanism of the Carboxy-inversion Process in the Thermal Decomposition of Benzoyl Cyclohexanecarbonyl Peroxide and Related Diacyl Peroxides
Fujimori, Ken,Oae, Shigeru
, p. 1335 - 1348 (2007/10/02)
Mechanisms of the carboxy-inversion process in the thermal decomposition of benzoyl cyclohexanecarbonyl peroxide and related diacyl peroxides have been investigated in detail by elaborate 18O-tracer experiments which involve measurements of 18O-scrambling of benzoyl cyclohexyl carbonate resulting from the initial carboxy-inversion process under the reaction conditions.A detailed analysis of the 18O-tracer experimental results reveals that the carboxy-inversion process of Case I and II peroxides involves three kinds of ion pairs.The extents of the contribution of these ion pairs in the carboxy-inversion process of benzoyl cyclohexanecarbonyl peroxide and m-chlorobenzoyl cyclohexanecarbonyl peroxide have been determined.Details of the mechanisms of the thermal decomposition of diacyl peroxides have been discussed based on the 18O-tracer, kinetic, product-distribution and CIDNP experimental results and solvent effects on the decomposition.
