4461-38-5Relevant articles and documents
Direct Transformation of Ethylarenes into Primary Aromatic Amides with N -Bromosuccinimide and I2-Aqueous NH3
Shimokawa, Shohei,Kawagoe, Yuhsuke,Moriyama, Katsuhiko,Togo, Hideo
supporting information, p. 784 - 787 (2016/03/01)
A variety of ethylarenes were converted into the corresponding primary aromatic amides in good yields via treatment with N-bromosuccinimide in the presence of a catalytic amount of 2,2′-azobis(isobutyronitrile) in a mixture of ethyl acetate and water, acetonitrile and water, or chloroform and water, followed by reaction with molecular iodine and aq NH3 in one pot. It was found that aryl α-bromomethyl ketones and/or aryl methyl ketones were formed at the first reaction step and their iodoform-type reaction occurred at the second reaction step to provide primary aromatic amides. The present reaction is a useful and practical transition-metal-free method for the preparation of primary aromatic amides from ethylarenes. (Chemical Equation Presented).
Chemoselective oxidations in water of functional groups
Fringuelli,Pellegrino,Piermatti,Pizzo
, p. 2665 - 2673 (2007/10/02)
The organic functional groups, formyl, cyano, hydroxymethyl and methyl sulfenyl, are oxidized with high yields in water only by using TBHP and controlling the pH of the reaction medium. In the presence of (CTA)2SO4, the oxidation of the easily oxidizable sulfide group is prevented and a highly chemoselective process is obtained. The role of the surfactant is discussed.