BF3·OEt2-mediated [1,2]-aryl shift: Synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin
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.
Chan, Chieh-Kai,Chang, Meng-Yang
p. 5207 - 5213
(2017/07/28)
Electrolytic Oxidation of Ketones in a Methanolic Solution of NaCN in the Presence of Catalytic Amounts of KI
The indirect electrolytic oxidation of ketones (1) in methanolic sodium cyanide was studied using iodide ion as a mediator.The product and the reactivity of ketone were dependent on the nature of the alkyl groups attached to the carbonyl group.Thus, 2-alk
Okimoto, Mitsuhiro,Chiba, Toshiro
p. 6194 - 6197
(2007/10/02)
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