30842-07-0Relevant academic research and scientific papers
2-(Hydroxyimino)aldehydes: Photo- and Physicochemical Properties of a Versatile Functional Group for Monomer Design
Gentili, Patrizia,Nardi, Martina,Antignano, Irene,Cambise, Paolo,D'Abramo, Marco,D'Acunzo, Francesca,Pinna, Alessandro,Ussia, Emanuele
, p. 7683 - 7694 (2018/06/11)
In the context of our research on stimuli-responsive polymers bearing the 2-(hydroxyimino)aldehyde (HIA) group, we have explored the photochemical behavior and physicochemical properties of a number of HIAs. Interpretation of the experimental data is supp
A remarkably simple α-oximation of aldehydes via organo-SOMO catalysis
Gentili, Patrizia,Pedetti, Silvia
supporting information; experimental part, p. 5358 - 5360 (2012/06/30)
A novel α-oximation reaction of unactivated aldehydes has been achieved in excellent yields by reaction with NaNO2-FeCl3 couple and in the presence of pyrrolidine as organocatalyst.
Nitrosamine Photolysis as a Synthetic Method: The Addition of Aminium Radicals to Unsaturated Carbon-Carbon Bonds
Chow, Yuan L.,Colon, Carlos J.,Chang, Dawid W. L.,Pillay, K. Somasekharen,Lochart Robert D.,Tezuka, Takahiro
, p. 622 - 634 (2007/10/02)
Acid complexed nitrosamines decompose from their lowest singlet excited state to gine aminium radicals and nitric oxide radical transients.Aminium radicals initiate addition of various unsaturated groups to give 1-amino-2-nitroso compounds under an inert atmosphere, or 1-amino-2-nitrates under oxygen.In this report, photoaddition of nitroamines to olefins, acetylenes and fused aromatic hydrocarbons, and the subsequent transformations of the intermediates are described.Aminium radical initiated intramolecular cyclization to prepare tetracyclic aza compounds is also described.While photoaddition of nitrosamines to 4-propenylanisole or 3-butenol wes efficient, that to 3-butenyl benzoates under oxidative conditions was only fair, obviously due to the presence of a benzene ring.The oxidative photoaddition to 3-butenyl halide was followed by spontaneous cyclization to an azaspiro compound.The photoaddition to phenyl-substituted acetylenes gave β-nitroso enamines which hydrolyzed to diketomonoximes under neitral conditions but decomposed extensively under acidic conditions.Certain fused aromatic hydrocarbons acted as singlet sensitizers as well as substrates to induce similar addition giving amino nitroso adducts.These adducts took different courses of conversion dependent on reaction conditions, and on steric and electronic factors.
