6626-75-1Relevant articles and documents
ZnCl2/PhI=O Mediated Selective ortho-Chlorination of Amides
Liu, Haixuan,Sha, Qiang
, p. 173 - 180 (2022/05/18)
A new ortho-chlorination system consisting of zinc(II) and hypervalent iodine(III) reagent was developed for ortho-chlorination of amides, and the desired products were obtained in moderate to good yields (38-85%). This highly facile and convenient methodology is tolerant of aromatic amide and alkyl amide with diverse substituted groups. A plausible mechanism has been illustrated, in which carbocation rearrangement and metal salt coordinate facilitated ortho-chlorination are involved.
In situ generated Pd(0) nanoparticles stabilized by bis(aryl)acenaphthenequinone diimines as catalysts for aminocarbonylation reactions in water
Wójcik,Rosar,Gniewek,Milani,Trzeciak
, p. 322 - 331 (2016/12/07)
Aminocarbonylation of aryl iodides with aromatic and aliphatic amines, leading to formation of the corresponding amides, was efficiently carried out in water under 1?atm of CO using palladium nanoparticles (Pd NPs) formed in situ from [PdCl2(Ar2-BIAN)] complexes. The role of Ar2-BIAN ligands in the stabilization of Pd NPs was evidenced. The nature of the catalytically active species was confirmed by poisoning experiments, which highlighted that the catalyst is actually in the form of Pd NPs rather than soluble palladium complexes. In the aminocarbonylation of iodobenzene with substituted anilines good yields of amides were obtained, although the activity was depleted by the presence of substituents in the ortho positions of the aniline. On the other hand, in the reaction with aliphatic amines α-ketoamides were formed in addition to the amides. The selectivity towards α-ketoamides was increased by increasing the CO pressure to 10?atm, at equimolar amounts of PhI and amine. Pd NPs were successfully recovered after the catalytic reaction and recycled in five subsequent runs with only a marginal loss of activity after the fourth cycle.