32377-38-1Relevant academic research and scientific papers
Zn(OAc)2·2H2O-catalyzed one-pot efficient synthesis of α-amino nitriles
Reddy, V. Venkata Rami,Saritha,Ramu,Varala, Ravi,Jayashree
, p. 7439 - 7442 (2014)
A mild, efficient one-pot three component strecker reaction involving electronically and structurally divergent aldehydes, amines and trimethly silyl cyanide in chloroform as solvent at room temperature was accomplished in moderate to excellent yields using an inexpensive and readily available catalyst, Zn(OAc)2.2H2O.
Phosphine-Catalyzed Sequential Michael Addition between α-Aminonitriles and Methyl Acrylate for Cyclization: Synthesis of N-Aryl-Substituted Pyrrolidines
Jang,Sin,Paek,Jang,Jong
, p. 2228 - 2235 (2021/02/09)
Abstract: N-Aryl-substituted pyrrolidine derivativeswere synthesized via tributylphosphine-catalyzed sequential Michael addition ofα-aminonitriles and methyl acrylate as starting materials. The first Michaeladdition between α-aminonitrile and methyl acryl
Cyano-borrowing: Titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples
Li, Qian,Li, Qing-Hua,Li, Wan-Fang,Li, Zhao-Feng,Liu, Tang-Lin,Peng, Yun-Gui,Ren, Li-Qing,Tao, Jing
supporting information, p. 651 - 654 (2020/01/28)
The direct amination of cyanohydrins with amines via a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium
Sulfamic acid catalyzed direct condensation of aldehydes, amines, and TMSCN to α-aminonitriles at ambient temperature
Li, Zhenjiang,Sun, Yingjie,Ren, Xinghua,Wei, Ping,Shi, Yuhu,Ouyang, Pingkai
, p. 803 - 805 (2007/12/25)
A simple and efficient method has been developed for the synthesis of α-aminonitriles by a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide in the presence of a catalytic amount of sulfamic acid at room temperature. Georg Thieme Verlag Stuttgart.
Synthetic Uses of Open-Chain Analogues of Reissert Compounds
McEwen, William E.,Grossi, Anthony V.,MacDonald, Russell J.,Stamegna, Andrew P.
, p. 1301 - 1308 (2007/10/02)
Open-chain analogues, 2, of Reissert compounds are readily obtained by reaction of cyanohydrins with primary amines, the resulting aminonitriles, 1, then being acylated.Hydrofluoroborate salts, 3, of 2 are prepared by reaction with fluoroboric acid in glacial acetic acid.The salts, 3, undergo 1,3-dipolar addition reactions with reactive alkynes to give substituted pyrroles and with ethyl acrylate to give a different type of substituted pyrrole, the initial step in this instance being a Diels-Alder reaction.The open-chain Reissert analogues 2 also undergo base-catalyzed reactions, such as alkylation to provide compounds 22, which, in turn, undergo cleavage reactions in ethanolic alkali to give ketones 23.A conjugate addition reaction of the anion 18 to methyl acrylate to give, after some subsequent steps, a substituted pyrrole, 9, has also been demonstrated. α-Anilino ketones 27 result when the anion 18 is caused to react with aldehydes, the initial reaction mixtures being subjected to subsequent alkaline hydrolysis.Finally, N-benzyl Reissert analogues have been found to give desoxybenzoins plus benzonitriles on treatment with sodium hydride in tetrahydrofuran.
