1398712-76-9Relevant academic research and scientific papers
Regio- and chemoselective bromination of 2,3-diarylcyclopent-2-en- 1-ones
Shirinian, Valerii Z.,Lonshakov, Dmitry V.,Kachala, Vadim V.,Zavarzin, Igor V.,Shimkin, Alexey A.,Lvov, Andrew G.,Krayushkin, Mikhail M.
, p. 8112 - 8123,12 (2020/10/15)
The bromination of 2,3-diarylcyclopent-2-en-1- ones under various conditions has been studied. It was found that depending on the brominating reagent and nature of solvent the bromine atom can be introduced at the 4- or 5- position of the ethene bridge , as well as into the aryl moieties. Aryl group bromination is accomplished with such reagents as molecular bromine, N-bromosuccinimide, or tetrabutylammonium tribromide. 5-Bromocyclopentenones with very high efficiency can be obtained by the reaction with copper(II) bromide in methanol, while 4-bromoketones are prepared in n-propyl acetate. The developed methods can be highly useful for the synthesis of bromo-substituted 2-cyclopenten-1-ones and their close analogues, which are important synthons in organic synthesis and for the preparation of a variety of useful substances.
