10229-59-1Relevant articles and documents
Selective Deprotection of N -Tosyl Alkoxyamines Using Bistrifluoromethane Sulfonimide: Formation of Oxime Ethers
Azizi, Mohamed Salah,Cossy, Janine
supporting information, p. 2417 - 2421 (2018/11/23)
The detosylation of N -tosyl alkoxyamines was realized by treatment with benzaldehyde and bistrifluoromethane sulfonimide as the catalyst to afford the corresponding oxime ethers. The reaction is chemoselective as N -tosyl amines are not deprotected. A me
O-Substituted N-oxy arylsulfinamides and sulfonamides in Michael reactions
Bonifacio, Vasco D. B.,Kumar, Rakesh P.,Prabhakar, Sundaresan,Lobo, Ana M.
scheme or table, p. 266 - 276 (2011/11/06)
O-Substituted N-oxy arylsulfinamides and sulfonamides undergo fast aza-Michael reaction in the presence of base and electron-deficient α,β-unsaturated olefins under mild conditions. With N-silyloxy benzenesulfinamides, no aza-Michael product is observed and a hetero aza-Brook type rearrangement takes place induced by the base. Room temperature N-desulfinylation of N-benzyloxybenzenesulfinamide is achieved using BF 3.Et2O. N-Alkoxy arylsulfonamides aza-Michael adducts are found to be generally highly stable under strongly acidic and basic conditions.
A metathesis-based approach to the synthesis of 2-pyridones and pyridines
Donohoe, Timothy J.,Fishlock, Lisa P.,Procopiou, Panayiotis A.
, p. 285 - 288 (2008/09/19)
(Chemical Equation Presented) The ring-closing metathesis reaction has been successfully employed to form a range of dihydropyridone intermediates, which are in the correct oxidation state to undergo a base-induced elimination to reveal the aromatic 2-pyridone. This mild and novel approach to six-membered heteroaromatic compounds then provides access to a wide variety of substituted pyridines in excellent overall yield.
