10575-97-0Relevant articles and documents
N-centered radicals in self-terminating radical cyclizations: Experimental and computational studies
Wille, Uta,Heuger, Gerold,Jargstorff, Christian
, p. 1413 - 1421 (2008)
(Chemical Equation Presented) Intermolecular addition of photochemically generated N-centered aminium and amidyl radicals 13a-d and 16a,b, respectively, to the cyclic alkyne 1 initiates a radical translocation/cyclization cascade, followed by an oxidative termination step that eventually leads to formation of the bicyclic ketones 7a and 8a. Computational studies were performed to gain insight into the mechanism of these reactions, which are an interesting modification of the recently discovered concept of self-terminating radical cyclizations.
Reaction of amides with nitric oxide (NO)
Itoh, Takashi,Nagata, Kazuhiro,Matsuya, Yuji,Miyazaki, Michiko,Ohsawa, Akio
, p. 5017 - 5020 (2007/10/03)
Amides were allowed to react with nitric oxide in aprotic and non- ethereal solvents to give the corresponding N-nitroso derivatives. The reaction was accelerated by addition of oxygen. The solvent effect revealed that the reaction did not proceed in the presence of protic media.
Reaction of N-Nitroso-N-benzylformamide with Phenylmagnesium Bromide and Phenyllithium
Nakajima, Masayuki,Anselme, Jean-Pierre
, p. 2492 - 2496 (2007/10/02)
The action of aryl Grignard and lithium reagents on N-nitroso-N-benzylformamide (1) leads to products whose formation can be understood in terms of the intermediacy of benzyldiazotate ion.However, the presence of "hydrogen abstraction" products, e. g., anisole or naphthalene, coupled with the near absence of products traceable to the aldehyde moiety (expected from the attack at the formyl group) with 1 equiv of organometallics, suggests the initial formation of a complex.Possible rationalizations for the formation of the products are presented.