3300-68-3Relevant academic research and scientific papers
Cyano-borrowing reaction: Nickel-catalyzed direct conversion of cyanohydrins and aldehydes/ketones to β-cyano ketone
Li, Zhao-Feng,Li, Qian,Ren, Li-Qing,Li, Qing-Hua,Peng, Yun-Gui,Liu, Tang-Lin
, p. 5787 - 5792 (2019/06/17)
A direct nickel-catalyzed, high atom- and step-economical reaction of cyanohydrins with aldehydes or ketones via an unprecedented "cyano-borrowing reaction" has been developed. Cleavage of the C-CN bond of cyanohydrins followed by aldol condensation and conjugate addition of cyanide to α,β-unsaturated ketones proceeded to deliver a range of racemic β-cyano ketones with good to high yields. The practical procedure with the use of a commercial and less-toxic CN source bodes well for wide application of this protocol.
Scandium(III) triflate catalyzed 1,4-addition of cyano group to enones using tetraethylammonium cyanide as the cyanide source
Ramesh, Samikannu,Lalitha, Appaswami
, p. 689 - 694 (2013/09/23)
A novel and practical method has been developed for the synthesis of β-cyanoketones using tetraethylammonium cyanide (Et4NCN, TEACN) / Sc(III) triflate and chalcones without the liberation of toxic HCN gas. Availability, safety, easy handling of the reagents, mild conditions of the reaction and high yields, make this method an attractive protocol for the direct synthesis of cyano substituted 1,4-adducts from enones.
Cyanation of α,β-unsaturated enones by malononitrile in open air under metal-catalyst-free conditions
Lin, Shaoxia,Wei, Ying,Liang, Fushun
supporting information, p. 9879 - 9881 (2012/11/07)
Cyanation of α,β-unsaturated enones by employing malononitrile as the organic cyanation source has been disclosed, which proceeds efficiently at room temperature in open air under metal-catalyst-free conditions. The Royal Society of Chemistry 2012.
Highly efficient Cs2CO3-catalyzed 1,4-addition of Me3SiCN to enones with water as the additive
Yang, Jingya,Shen, Yongbin,Chen, Fu-Xue
experimental part, p. 1325 - 1333 (2010/07/02)
A facile and efficient 1,4-addition of Me3SiCN to enones has been achieved with perfect regioselectivity using Cs2CO3 as catalyst. Thus, with 0.5 mol% of Cs2CO3 and 4 equivalents of H2O as the additive excellent yields (81-99%) of -cyanoketones are obtained within one to five hours. Both aromatic and aliphatic enones are found suitable substrates for this protocol. Georg Thieme Verlag Stuttgart · New York.
Highly efficient syntheses of β-cyanoketones via conjugate addition of Me3SiCN to aromatic enones
Yang, Jingya,Chen, Fuxue
experimental part, p. 981 - 987 (2010/10/03)
An efficient 1,4-addition of Me3SiCN to aromatic enones has been achieved with excellent yields (91%-99%) using CsF (1 mol%) as the catalyst and H2O (4 equiv.) as the additive in refluxing dioxane within 7 h. The perfect regioselecti
The highly efficient 1,4-addition of TMSCN to aromatic enones catalyzed by CsF with water as the additive
Yang, Jingya,Wang, Yinxian,Wu, Shaoxiang,Chen, Fu-Xue
experimental part, p. 3365 - 3367 (2010/03/03)
An efficient 1,4-addition of TMSCN to aromatic enones has been achieved in excellent yields (91-99%) by CsF (1 mol%) as the catalyst and H2O (4 equiv) as the additive in refluxing dioxane within 2-7 hours. Georg Thieme Verlag Stuttgart - New Yo
