79573-89-0Relevant academic research and scientific papers
Stereoselective One-Pot Synthesis of cis-1,2-Dicyanoalkenes from 1,1-Bis(benzenesulfonyl)alkenes and KCN
Zhang, Yue,Wei, Yi,Li, Shen,Ma, Jun-An
, p. 199 - 203 (2019/01/04)
An efficient synthesis of cis-1,2-dicyanoalkenes by the reaction of 1,1-bis(benzenesulfonyl)alkenes with KCN was developed. This reaction was conducted in the presence of tetrabutylammonium bromide and NH4Cl/K3PO4 under phase-transfer conditions. A series of cis-1,2-dicyanoalkenes were obtained in good to high yields. Further transformation of the obtained product allows for access to imide and dicarboxylic acid compounds.
Rh-Catalyzed Asymmetric Hydrogenation of 1,2-Dicyanoalkenes
Li, Meina,Kong, Duanyang,Zi, Guofu,Hou, Guohua
, p. 680 - 687 (2017/04/26)
A highly efficient enantioselective hydrogenation of 1,2-dicyanoalkenes catalyzed by the complex of rhodium and f-spiroPhos has been developed. A series of 1,2-dicyanoalkenes were successfully hydrogenated to the corresponding chiral 1,2-dicyanoalkanes under mild conditions with excellent enantioselectivities (up to 98% ee). This methodology provides efficient access to the asymmetric synthesis of chiral diamines.
Catalytic 1,2-dicyanation of alkynes by palladium(II) under aerobic conditions
Arai, Shigeru,Sato, Takashi,Nishida, Atsushi
scheme or table, p. 1897 - 1904 (2011/03/18)
A stereoselective 1,2-dicyanation of various alkynes in the presence of trimethylsilyl cyanide (TMSCN) by palladium(II) catalysis under aerobic conditions is investigated. This reaction includes two cyanation pathways, syn- and anti-cyanopalladation to alkynes that are activated by Pd(II). High syn-selectivity was observed in the reaction using terminal alkynes that have bulky substituents at a propargyl position and aliphatic internal alkynes. Furthermore, a dramatic acceleration was observed with substrates having an N-arenesulfonyl functionality at a propargyl position, this indicates that both sulfoxide and carbon-carbon triple bond act as Lewis bases to Pd(II).
Facile synthesis of substituted fumaronitriles and maleonitriles: Precursors to soluble tetraazaporphyrins
Fitzgerald,Taylor,Owen
, p. 686 - 688 (2007/10/02)
Alkynes are converted in good yield to alkyl and/or aryl substituted fumaronitriles and maleonitriles, a rish source of precursors to soluble tetraazaporphyrins.
