127667-32-7Relevant academic research and scientific papers
Aryne insertion into α-cyanocarbonyl compounds: Direct introduction of carbonyl and cyanomethyl moieties into the aromatic skeletons
Yoshida, Hiroto,Watanabe, Masahiko,Ohshita, Joji,Kunai, Atsutaka
, p. 6729 - 6731 (2005)
Two different carbon functional groups can be introduced simultaneously into 1,2-positions of aromatic skeletons based upon a novel insertion reaction of arynes into a carbonyl-cyanomethyl σ-bond of α-cyanocarbonyl compounds.
Displacement of Halogen of 2-Halogeno-Substituted Benzonitriles with Carbanions. Preparation of (2-Cyanoaryl)arylacetonitriles
Bech Sommer, Michael,Begtrup, Mikael,Boegesoe, Klaus Peter
, p. 4817 - 4821 (2007/10/02)
(2-Cyanoaryl)arylacetonitriles are obtained by displacement of halogen of 2-halobenzonitriles with phenylacetonitrile anions.The method also applies to a number of heteroaromatics with ortho-situated halogen and cyano groups and to heteroarylacetonitrile anions.The anions were generated by using potassium tert-butoxide or potassium carbonate.Calculated electron densities of the electrophilic centers reflect the reactivity in the displacement reaction.The calculations indicate that the potassium ion complexes with the cyano group of the 2-halobenzonitriles in nonpolar solvents, thus promoting competitive addition of the anion to the cyano group.Carbanions derived from acids with pKa ca. 19-23 similarly displaced the halogen of 2-halobenzonitriles.
