204516-37-0Relevant academic research and scientific papers
Preparation of N-arylamines from 2-oxo-7-azobicyclo[4.1.0]heptanes
Barros, M. Teresa,Dey, Suvendu S.,Maycock, Christopher D.,Rodrigues, Paula
supporting information; scheme or table, p. 6263 - 6268 (2012/08/28)
A wide range of N-phenylated secondary amines were prepared directly from 2-oxo-7-azobicyclo[4.1.0]heptanes using 4-nitrobenzoic acid as acid catalyst. The intermediate enol esters could also be isolated under similar conditions. A catalytic cycle is proposed.
The α-halogenation of α,β-unsaturated carbonyls and dihalogenation of alkenes using bisacetoxyiodobenzene/pyridine hydrohalides
Ngatimin, Marsewi,Gartshore, Christopher J.,Kindler, Jeremy P.,Naidu, Sudha,Lupton, David W.
experimental part, p. 6008 - 6011 (2010/03/03)
A procedure for the α-chlorination or bromination of a number of α,β-unsaturated carbonyls, and the dichlorination or bromination of alkenes, is developed using bisacetoxyiodobenzene (BAIB) and the HCl or HBr salt of pyridine. The reaction proceeds in an
Cerium(III) chloride mediated regioselective synthesis of cyclic α- chloro-α,β-enones and α-chloro-β-hydroxy ketones
Montalban, Antonio Garrido,Wittenberg, Lars-Oliver,McKillop, Alexander
, p. 5893 - 5896 (2007/10/03)
Reaction of cyclic α,β-epoxy ketones with Ce(III) chloride under hydrous or anhydrous conditions yields the corresponding cyclic α-chloro- α,β-enones or cyclic α-chloro-β-hydroxy ketones, respectively.
A mild preparation of α-halo-α,β-enones from cyclic enones
Righi, Giuliana,Bovicelli, Paolo,Sperandio, Anna
, p. 5889 - 5892 (2007/10/03)
A simple one pot procedure flor the selective transformation of cyclic enones into α-halo-α,β-enones is reported using dimethyldioxirane and metal halides/Amberlyst 15. The method appears particularly appealing for the preparation of labelled molecules for use with the CMIA technique.
Solvent-free organic reactions on silica gel supports. Facile transformation of epoxides to β-halohydrins with lithium halides
Kotsuki, Hiyoshizo,Shimanouchi, Tomoyasu,Ohshima, Reiji,Fujiwara, Shunsuke
, p. 2709 - 2722 (2007/10/03)
The reaction of epoxides with lithium halides was efficiently promoted on the surface of silica gel in the absence of any solvent to give the corresponding β-halohydrins. The reactivity of lithium halides was shown to follow the order LiI > LiBr >> LiCl, and the reactivity of LiCl was dramatically increased by adding an equivalent amount of water to this system. On the other hand a similar reaction with α,β-epoxyketones produces the α-haloenone derivatives, presumably via halohydrin intermediates. The epoxide-opening reaction of (R)-(+)-styrene oxide was also investigated to clarify the stereochemical features of this reaction.
