94569-93-4Relevant academic research and scientific papers
Blue LED Irradiation of Iodonium Ylides Gives Diradical Intermediates for Efficient Metal-free Cyclopropanation with Alkenes
Chidley, Tristan,Jameel, Islam,Rizwan, Shafa,Peixoto, Philippe A.,Pouységu, Laurent,Quideau, Stéphane,Hopkins, W. Scott,Murphy, Graham K.
supporting information, p. 16959 - 16965 (2019/11/11)
A facile and highly chemoselective synthesis of doubly activated cyclopropanes is reported where mixtures of alkenes and β-dicarbonyl-derived iodonium ylides are irradiated with light from blue LEDs. This metal-free synthesis gives cyclopropanes in yields
Capture of Electron-Deficient Species with Aryl Halides. New Syntheses of Hypervalent Iodonium Ylides
Moriarty, Robert M.,Bailey, B. R. III,Prakash, Om,Prakash, Indra
, p. 1375 - 1378 (2007/10/02)
We have demonstrated the aryl iodide capture of β-diketocarbenes, generated from the diazo compound by using rhodium(II) acetate, under very mild conditions.This is a useful general preparative method for iodonium ylides under non-hydroxylic conditions.The termal, catalytic, and photochemical decompositions of various azides in the presence of aryl iodides were carried out.With highly reactive nitrenes, intramolecular rearrangement takes precedence over capture.In the case of p-tuloenesulfonyl azide, thermolysis in the presence of aryl iodides requires conditions under which the iminoiodane is itself decomposed.The capture of oxene by iodobenzene is discussed.The application of these capture processes is discussed as a synthetic route to hypervalent ylides as well as on the basis of mechanism.
