32266-49-2Relevant academic research and scientific papers
A highly efficient catalytic system for cross-coupling of aryl chlorides and bromides with malononitrile anion by palladium carbene complexes
Gao, Chengwei,Tao, Xiaochun,Qian, Yanlong,Huang, Jiling
, p. 1444 - 1445 (2003)
Six imidazolium chlorides (1-6) as precursors of 1,3-diaryl substituted N-heterocyclic carbene ligands were synthesized and evaluated in palladium-catalyzed cross-coupling reactions of aryl chlorides and bromides with malononitrile in the presence of NaH.
Radical trifunctionalization of hexenenitrile via remote cyano migration
Chang, Chenyang,Wu, Xinxin,Zhang, Huihui,Zhu, Chen
supporting information, p. 1005 - 1008 (2022/02/01)
A novel radical-mediated trifunctionalization of hexenenitriles via the strategy of remote functional group migration is disclosed. A portfolio of functionalized hexenenitriles are employed as substrates. After difunctionalization of the unactivated alken
Preparation of O-Protected Cyanohydrins by Aerobic Oxidation of α-Substituted Malononitriles in the Presence of Diarylphosphine Oxides
Zhang, Dapeng,Lian, Mingming,Liu, Jia,Tang, Shukun,Liu, Guangzhi,Ma, Cunfei,Meng, Qingwei,Peng, Haisheng,Zhu, Daling
, p. 2597 - 2601 (2019/04/17)
A mild, reagent-cyanide-free, and efficient synthesis of O-phosphinoyl-protected cyanohydrins from readily available α-substituted malononitriles was realized using diarylphosphine oxides in the presence of O2. Mechanistic studies indicated that in addition to the initial aerobic oxidation of the malononitrile derivative notable features of this process include the formation of a tetrahedral intermediate and a subsequent intramolecular rearrangement. The phosphinoyl-protecting group can be removed by alcoholysis or by reduction with DIBAL-H.
A convenient and efficient palladium-catalyzed system for cross-coupling of aryl bromides with active methylene compounds
Gao, Chengwei,Tao, Xiaochun,Qian, Yanlong,Huang, Jiling
, p. 1716 - 1718 (2007/10/03)
A simply catalytic system containing palladium-phosphine complex, generated in situ from PdCl2/tert-phosphino ligand in pyridine, has been systematically studied in the cross-coupling of bromobenzene with malononitrile or ethyl cyanoacetate anion. The effect of molar ratio of phosphine ligand to PdCl2 on the activity of the coupling was also discussed. It is found that the catalytic system has highly catalytic activity to produce aryl malononitriles and cyanoacetates in considerable yields (67-90%) when the substituted aryl bromides were used as substrates.
A New Method of Synthesis of Arylmalononitriles catalysed by a Palladium Complex
Uno, Mitsunari,Seto, Koji,Takahashi, Shigetoshi
, p. 932 - 933 (2007/10/02)
Arylmalononitriles are prepared in good yields using a palladium-catalysed coupling reaction between aryl halides and malononitrile.
