2322-38-5Relevant academic research and scientific papers
A facile and convenient method for the synthesis of nitro phenols and chloropyridinols
Raju, B. China,Neelakantan, Parvathi,Bhalerao
, p. 2903 - 2909 (2007/10/03)
An efficient, simple, and practical method of preparation of nitro phenols and chloropyridinols has been reported by the active chlorine displacement of chloro nitro benzenes and poly chloro pyridines in the presence of alkali metal hydroxide in low polarity solvent with very good yields.
Polyhalogenoaromatic Compounds. Part 50. Reactions of 4-Benzyloxytetrahalogenopyridines with Nucleophiles
Julia, Louis,Suschitzky, H.,Barnes, John C.,Tomlin, Clive D.S.
, p. 2507 - 2511 (2007/10/02)
Reaction of 4-benzyloxy-3,5-dichloro-2,6-difluoro- (1; R = CH2Ph) and 4-benzyloxytetrachloropyridine (2; R = CH2Ph) with various nucleophiles (N,N-dimethylhydrazine, piperidine, N,N,N',N'-tetramethylethane-1,2-diamine, triphenylphosphine) occurs unexpectedly at the benzylic methylene group with alkyl-oxygen cleavage to give the corresponding benzylammonium (4) or triphenylphosphonium salt (9) respectively.The molecular structure of the salt derived from 4-benzyloxytetrachloropyridine and N,N-dimethylhydrazine was confirmed by an X-ray study.Preliminary experiments of ut ilising the benzyl cleavage for the preparation of various benzyl derivatives (PhCH2X; X = Cl,Br,I,CN,N3) are described.
Polyhalogenoaromatic Compounds. Part 46. Circumstantial Evidence for the Intermediacy of Radical Anions during the Reaction of Magnesium with ω-Bromoalkoxypolychloro-arenes and -heteroarenes
Wakefield, Basil J.,Whitten, Jeffrey P.,Farley, Paul S.
, p. 93 - 100 (2007/10/02)
4-(ω-Bromoalkoxy)tetrachloropyridines, 4-(ω-bromoalkoxy)-3,5-dichloro-2,6-difluoropyridines, and (ω-bromoalkoxy)-pentachlorobenzenes have been prepared by reaction of the appropriate aryl and heteroaryl oxides with 1,ω-dibromoalkanes.The main products from the reactions of the bromoethoxy- or bromopropoxy-tetrachloropyridines with magnesium were the furopyridine (9a) and pyranopyridine (9b), respectively.Elimination of other possible reaction pathways leads to the hypothesis that the cyclisations proceed by electron transfer from magnesium to the tetrachloropyridyl group, followed by nucleophilic displacement of bromide from the side chain.In the absence of a leaving group in the side chain, the radical-anion intermediate leads to a Grignard reagent.
