1867-37-4Relevant articles and documents
Solid-Liquid Phase Transfer Catalysis I. Benzylation of Malononitrile
Diez-Barra, E.,Hoz, A. de la,Moreno, A.,Sanchez-Verdu, P.
, p. 391 - 393 (1989)
Benzylation of malononitrile has been carried out under solid-liquid phase-transfer catalysis conditions without solvent.The influence of different variables, such as type of base, addition of alumina, molar ratio of phase-transfer agent, temperature, tim
Shinkai et al.
, p. 3544,3545 (1978)
Synthesis and biocatalytic ene-reduction of Knoevenagel condensation compounds by the marine-derived fungus Penicillium citrinum CBMAI 1186
Jimenez, David E.Q.,Ferreira, Irlon M.,Birolli, Willian G.,Fonseca, Luis P.,Porto, André L.M.
, p. 7317 - 7322 (2016)
The chemoselective bioreduction of α,β-unsaturated compounds is an important synthetic tool that can have applications in the synthesis of many fine chemicals and pharmaceutical molecules. The synthesis of aromatic malononitrile derivatives through Knoevenagel condensation by microwave radiation under green chemistry conditions using methanol like solvent, free base and free catalyst is here reported. In addiction the biocatalytic reduction of the C–C double bond of aromatic malononitrile derivatives by whole cells of the marine-derived fungal Penicillium citrinum CBMAI 1186 was also tested. The products catalyzed by the fungus ene-reductase were obtained in very good yields (up to >98%).
Catalyst-Free [3 + 3] Annulation/Oxidation of Cyclic Amidines with Activated Olefins: When the Substrate Olefin Is Also an Oxidant
Han, Wendan,Li, Yuanhang,Raveendra Babu, Kaki,Li, Jing,Tang, Yuhai,Wu, Yong,Xu, Silong
, p. 7832 - 7841 (2021)
Herein we describe a catalyst-free regioselective [3 + 3] annulation/oxidation reaction of cyclic amidines such as DBU (1,8-diazabicyclo(5.4.0)undec-7-ene) and DBN (1,5-diazabicyclo(4.3.0)non-5-ene) with activated olefins, i.e., 2-arylidenemalononitriles and 2-cyano-3-aryl acrylates, to afford tricyclic 2-pyridones and pyridin-2(1H)-imines, respectively. The mechanism has been proposed based on DFT calculations. In the reaction, the cyclic amidines serve as C,N-bisnucleophiles for the cyclization, while the olefins play a dual role by acting as both reactants and oxidants.
Sodium borohydride as the only reagent for the efficient reductive alkylation of malononitrile with ketones and aldehydes
Dunham, Jason C.,Richardson, Adam D.,Sammelson, Robert E.
, p. 680 - 686 (2006)
An efficient and convenient method for the synthesis of primary and secondary monosubstituted malononitriles has been developed. In this method, sodium borohydride in isopropanol has a catalytic effect on the initial condensation between malononitrile and
Selective Synthesis of β-Ketonitriles via Catalytic Carbopalladation of Dinitriles
Zeng, Ge,Liu, Jichao,Shao, Yinlin,Zhang, Fangjun,Chen, Zhongyan,Lv, Ningning,Chen, Jiuxi,Li, Renhao
, p. 861 - 867 (2021/01/09)
A practical, convenient, and highly selective method of synthesizing β-ketonitriles from the Pd-catalyzed addition of organoboron reagents to dinitriles has been developed. This method provides excellent functional-group tolerance, a broad scope of substrates, and the convenience of using commercially available substrates. The method is expected to show further utility in future synthetic procedures.
Direct Cyclopropanation of α-Cyano β-Aryl Alkanes by Light-Mediated Single Electron Transfer Between Donor–Acceptor Pairs
Li, Jing,Lear, Martin J.,Hayashi, Yujiro
supporting information, p. 5901 - 5905 (2021/03/09)
Cyclopropanes are traditionally prepared by the formal [2+1] addition of carbene or radical based C1 units to alkenes. In contrast, the one-pot intermolecular cyclopropanation of alkanes by redox active C1 units has remained unrealised. Herein, we achieve
