180348-12-3Relevant academic research and scientific papers
Et2Zn-mediated rearrangement of bromohydrins
Li, Lezhen,Cai, Peijie,Guo, Qingxiang,Xue, Song
, p. 3516 - 3522 (2008/09/20)
(Chemical Equation Presented) A simple and highly efficient method for the rearrangement of bromohydrins mediated by Et2Zn to synthesize carbonyl compounds was described. Various β-bromo alcohols were treated with 0.6 equiv of Et2Zn to form a zinc complex in CH 2Cl2 at room temperature for 2 h, followed by 1,2-migration to give the corresponding carbonyl compounds. This remarkable and clean rearrangement is general for acyclic and cyclic bromohydrins, and a variety of ring-expansive and -contractive carbonyl compounds were obtained in good to excellent yields according to the feature of the starting bromohydrins. The functional group tolerance of organozinc reagents in this reaction will be useful in organic synthesis. The scope and limitations of this rearrangement process were also investigated.
New synthetic routes to 2-fluoro-2-phenylalkanoic acids
Goj, Olav,Haufe, Guenter
, p. 1289 - 1294 (2007/10/03)
2-Fluoro-2-phenylalkanoic acids 2 are obtained by oxidation of the corresponding β-fluoro-β-phenyl alcohols 6. These compounds are shown to be accessible by two alternative pathways, either by bromo fluorination of α-alkyl styrenes 3, subsequent bromine-b
