1129-36-8Relevant academic research and scientific papers
Improved organocatalytic electrophilic α-cyanation of β-keto amides with 1-cyanato-4-nitrobenzene
Karmaker, Pran Gopal,Qiu, Jiashen,Wu, Di,Zhang, Sule,Yin, Hongquan,Chen, Fu-Xue
supporting information, p. 2034 - 2037 (2018/04/25)
By using a readily accessible, new and safe cyano-transfer reagent, 1-cyanato-4-nitrobenzene, the enantioselectivity of the direct electrophilic α-cyanation of 1-indanone-derived β-keto amides was greatly improved as a result of an enhanced double-hydroge
Highly Enantioselective α-Cyanation with 4-Acetylphenyl Cyanate
Qiu, Jia-Shen,Wang, Yao-Feng,Qi, Gui-Rong,Karmaker, Pran G.,Yin, Hong-Quan,Chen, Fu-Xue
supporting information, p. 1775 - 1778 (2017/02/15)
A highly effective asymmetric version of α-cyanation of β-keto esters and amides was developed with a Lewis-acid catalyst. Thus, by using 10 mol % of a tridentate bisoxazoline–zinc(II) complex as the catalyst, a series of chiral nitriles containing a quaternary carbon center were obtained in excellent enantioselectivities (up to 97 % enantiomeric excess) and up to 95 % yield in the presence of 4 ? molar sieve at room temperature. For the first time, mild and active 4-acetylphenyl cyanate was used instead of cyano-hyperiodinate as the cationic cyano source for catalytic asymmetric α-cyanation.
Enantioselective electrophilic cyanation of β-keto amides catalysed by a cinchona organocatalyst
Karmaker, Pran Gopal,Qiu, Jiashen,Wu, Di,Reng, Mengmeng,Yang, Zhuo,Yin, Hongquan,Chen, Fu-Xue
supporting information, p. 7753 - 7757 (2017/10/06)
An operationally simple protocol for the enantioselective electrophilic α-cyanation of β-keto amides catalyzed by cinchona-derived catalysts has been demonstrated. The resulting products could be obtained with good to high enantioselectivities (up to 88% ee) and with excellent yields (up to 94%) by employing the mild active 4-acetylphenyl cyanate as the cationic cyano source in the catalytic asymmetric α-cyanation reaction.
