73773-25-8Relevant articles and documents
Electrospray ionization mass spectrometry reveals an unexpected coupling product in the copper-promoted synthesis of pyrazoles
Hyvl, Jakub,Agrawal, Divya,Pohl, Radek,Suri, Mamta,Glorius, Frank,Schroeder, Detlef
, p. 807 - 816 (2013)
The reaction mechanism of the intermolecular oxidative formation of pyrazole 2 via a C-C/N-N bond-formation cascade of the enaminone 1 is investigated by means of ESI-MS. No direct reaction intermediates are observed; however, the formation of an unexpected imidazolid-3-one derivative X is observed that involves an oxidative dimerization of 1 in the presence of dioxygen. The derivative X is isolated and characterized by means of multidimensional 1H and 13C NMR spectroscopy.
An efficient copper-catalyzed formation of highly substituted pyrazoles using molecular oxygen as the oxidant
Suri, Mamta,Jousseaume, Thierry,Neumann, Julia J.,Glorius, Frank
supporting information; experimental part, p. 2193 - 2196 (2012/09/21)
An efficient Cu-catalyzed formation of tetra-substituted pyrazoles is reported. In this atom economic process, readily available enamines and nitriles are reacted by C-C and N-N bond formation. Oxygen has been successfully used as the oxidant, which has i
Study of the Reaction of 2-(1-Alkoxyalkylidene)-1,3-dicarbonyl Compounds with Hydrazines
Emelina,Iz''yurov,Ermakov,Ershov
, p. 430 - 434 (2007/10/03)
13C NMR study has shown that the only site of primary attack by hydrazines on alkyl 3-oxobutanoates containing an alkoxymethylene or 1-alkoxyethylidene group in position 2 is the ethylenic carbon atom and that the corresponding enehydrazine is the only observable intermediate product. According to quantum-chemical calculations of the electronic structure of the substrates, the reaction is orbital-controlled.