259743-70-9Relevant academic research and scientific papers
Quantitative α-alkylation of primary nitriles
Rojas, Giovanni,Baughman, Travis W.,Wagener, Kenneth B.
, p. 3923 - 3931 (2008/03/14)
A synthetic pathway that produces alkyl α,ω-cyanodiolefins in quantitative yield is described, applying chemistry that is based on simple α-alkylation of alkyl nitriles. Three amide bases, lithium 2,2,6,6-tetramethylpiperidide, lithium diisopropylamide, and sodium amide, are used to create the α-carbanions that undergo substitution with various alkylating agents. Optimization leads to essentially quantitative conversions for every substrate/example reported herein, which will prove useful in many synthetic schemes. Copyright Taylor & Francis Group, LLC.
A facile method for the construction of highly substituted acetonitriles and olefins. Malononitriles as acetonitrile carbanion and alkylidene dianion equivalents
Tsai, Ting-Yueh,Shia, Kak-Shan,Liu, Hsing-Jang
, p. 97 - 101 (2007/10/03)
The use of malononitrile to facilitate the preparation of highly substituted nitriles, via reductive alkylation/addition, and olefins, via a combination of reductive addition and reductive elimination, is described.
