72552-76-2Relevant articles and documents
Diruthenium Diacetate Catalysed Aerobic Oxidation of Hydroxylamines and Improved Chemoselectivity by Immobilisation to Lysozyme
Lupi, Flavia,Marzo, Tiziano,D'Adamio, Giampiero,Cretella, Sara,Cardona, Francesca,Messori, Luigi,Goti, Andrea
, p. 4225 - 4230 (2017/12/02)
A new green method for the preparation of nitrones through the aerobic oxidation of the corresponding N,N-disubstituted hydroxylamines has been developed upon exploring the catalytic activity of a diruthenium catalyst, that is, [Ru2(OAc)4Cl]), in aqueous or alcoholic solution under mild reaction conditions (0.1 to 1 mol % catalyst, air, 50 °C) and reasonable reaction times. Notably, the catalytic activity of the dimetallic centre is retained after its binding to the small protein lysozyme. Interestingly, this new artificial metalloenzyme conferred complete chemoselectivity to the oxidation of cyclic hydroxylamines, in contrast to the diruthenium catalyst.
An Iridium-Catalyzed Reductive Approach to Nitrones from N-Hydroxyamides
Katahara, Seiya,Kobayashi, Shoichiro,Fujita, Kanami,Matsumoto, Tsutomu,Sato, Takaaki,Chida, Noritaka
, p. 5246 - 5249 (2016/05/19)
An Ir-catalyzed reductive formation of functionalized nitrones from N-hydroxyamides was reported. The reaction took place through two types of iridium-catalyzed reactions including dehydrosilylation and hydrosilylation. The method showed high chemoselectivity in the presence of sensitive functional groups, such as methyl esters, and was successfully applied to the synthesis of cyclic and macrocyclic nitrones, which are known to be challenging compounds to access by conventional methods. 1H NMR studies strongly supported generation of an N-siloxyamide and an N,O-acetal as the actual intermediates.
Oxidation of N,N-Disubstituted Hydroxylamines to Nitrones with Hypervalent Iodine Reagents
Matassini, Camilla,Parmeggiani, Camilla,Cardona, Francesca,Goti, Andrea
supporting information, p. 4082 - 4085 (2015/09/01)
Hypervalent iodine compounds are viable reagents for the oxidation of N,N-disubstituted hydroxylamines to the corresponding nitrones, with IBX performing best. The procedure is very simple and user-friendly and affords the target compounds with high effic