97295-17-5Relevant academic research and scientific papers
BF3·OEt2-mediated [1,2]-aryl shift: Synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin
Chan, Chieh-Kai,Chang, Meng-Yang
, p. 5207 - 5213 (2017/07/28)
A new sequential, tandem synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin has developed. CuBr2-promoted bromination of substituted deoxybenzoins gives 2-bromo-2-arylacetophenne 3. The cyanation of 3 with sodium cyanide (NaCN) generates epoxynitrile. Then, a treatment of epoxynitrile with BF3·OEt2 results in the formation of functionalized α-arylnitriles 4 via a 1,2-aryl shift.
Reactions of Carbanions with Carbon Tetrachloride in Two-Phase Systems. Chlorinated Products as Nucleophilic and Electrophilic Intermediates
Makosza, M.,Kwast, A.,Kwast, E.,Jonczyk, A.
, p. 3722 - 3727 (2007/10/02)
A variety of carbanions generated in the catalytic two-phase system (aqueous NaOH or K2CO3 and tetrabutylammonium bromide catalyst) react with CCl4 to form chlorinated products that can react as nucleophiles and electrophiles.Thus, chlorinated intermediates generated from arylacetonitriles and propiophenone in the presence of aldehydes and electrophilic alkenes form oxirane and cyclopropane derivatives, respectively.The chlorinated intermediates act as electrophiles toward Cl3C- giving (trichloromethyl)oxiranes (from aryl alkyl ketones), α-trichloromethyl nitriles (from phenyl(dialkylamino)acetonitriles), and benzoyldichloro enamines (from α-dialkylamino ketones).From secondary nitroalkanes both chloronitroalkanes and dinitro compounds can be produced.
