112170-36-2Relevant academic research and scientific papers
REACTIONS OF β-BROMO-N-HETEROAROMATICS WITH PHENYLACETONITRILE
Ohba, Setsuya,Sakamoto, Takao,Yamanaka, Hiroshi
, p. 1301 - 1308 (2007/10/02)
The reaction of 3-bromopyridine with phenylacetonitrile in the presence of NaH in THF gave a simple substitution product, α-phenyl-3-pyridineacetonitrile, whereas the reaction of 5-bromopyrimidine with phenylacetonitrile under similar conditions gave a ring-transformation product, 2-amino-5-bromo-3-phenylpyridine. 3-Bromoquinoline and 4-bromoisoquinoline underwent the former type reaction, while 3-bromo- and 3-chloroisoquinolines were converted into 2-amino-3-phenyl-1-naphthalenecarbonitrile according to the latter type reaction.
A New Synthesis of Aryl Hetaryl Ketones via SRN1 Reaction of Halogenated Heterocycles withPotassiophenylacetonitrile Followed by Phase-Transfer Catalyzed Decyanation
Hermann, Christine K. F.,Sachdeva, Yesh P.,Wolfe, James F.
, p. 1061 - 1065 (2007/10/02)
Reaction of halogenated pyridines, quinolines, pyrimidines, and pyrazines with potassiophenylacetonitrile (5) in liquid ammonia under near-uv irradiation affords secondary nitriles, which then undergo oxidative decyanation under phase-transfer catalytic conditions to afford aryl hetaryl ketones in excellent yields.
