28687-71-0Relevant articles and documents
Isoxazoles and isoxazolines by 1,3-dipolar cycloaddition: Base-catalysed condensation of primary nitro compounds with dipolarophiles
Machetti, Fabrizio,Cecchi, Luca,Trogu, Elena,De Sarlo, Francesco
, p. 4352 - 4359 (2007)
1,4-Diazabicyclo[2.2.2]octane (DABCO) or other suitable N-bases cause primary activated nitro compounds to condense with alkenes to yield isoxazolines or with alkynes to give isoxazoles. As the molar ratio of the base with respect to the dipolarophile dec
Electrocyclic Ring-Opening of 1,2,4-Oxadiazole[4,5-a]piridinium Chloride: a New Route to 1,2,4-Oxadiazole Dienamino Compounds
Carella, Stefano,Memeo, Misal Giuseppe,Quadrelli, Paolo
, p. 1209 - 1221 (2019/10/19)
1,2,4-Oxadiazole[4,5-a]piridinium chloride adds nucleophiles to undergo electrocyclic ring opening affording 1,2,4-oxadiazole dienamino derivatives. These pyridinium salts represent a special class of Zincke salts that are prone to rearrange when treated
Hypervalent iodine-catalyzed cycloaddition of nitrile oxides to alkenes
Xiang, Changbin,Li, Tingting,Yan, Jie
supporting information, p. 682 - 688 (2014/01/17)
A new and convenient method for preparation of isoxazolines was developed by a catalytic cycloaddition of nitrile oxides generated in situ from aldoximes to alkenes in the presence of a catalytic amount of iodobenzene. In this protocol, iodobenzene was fi
Oxidation of oximes to nitrile oxides with hypervalent iodine reagents
Mendelsohn, Brian A.,Lee, Shelley,Kim, Simon,Teyssier, Florian,Aulakh, Virender S.,Ciufolini, Marco A.
supporting information; experimental part, p. 1539 - 1542 (2009/08/07)
Iodobenzene diacetate in MeOH containing a catalytic amount of TFA efficiently oxidizes aldoximes to nitrile oxides. The latter may be trapped in situ with olefins in a bimolecular or an intramolecular mode. The new method enables the execution of tandem oxidative dearomatization of phenols/intramolecular nitrile oxide cycloaddition sequences leading to useful synthetic intermediates.