124974-83-0Relevant academic research and scientific papers
Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis
Lu, Fu-Dong,Liu, Dan,Zhu, Lei,Lu, Liang-Qiu,Yang, Qian,Zhou, Quan-Quan,Wei, Yi,Lan, Yu,Xiao, Wen-Jing
, p. 6167 - 6172 (2019/04/17)
The first asymmetric propargylic radical cyanation was realized through a dual photoredox and copper catalysis. An organic photocatalyst serves to both generate propargyl radicals and oxidize Cu(I) species to Cu(II) species. A chiral Cu complex functions as an efficient organometallic catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner. Thus, a diverse range of optically active propargyl cyanides were produced with high reaction efficiency and enantioselectivities (28 examples, 57-97% yields and 83-98% ee). Moreover, mechanistic investigations including experiments and density functional theory calculations were performed to illustrate on the reaction pathway and stereochemical results.
Cobalt-Mediated Synthesis of Propargyl Nitriles and α-Alkoxy Propargyl Nitriles
Stuart, John G.,Nicholas, Kenneth M.
, p. 454 - 455 (2007/10/02)
Dicobalt hexacarbonyl complexes of propargyl acetates and acetylenic acetals couple efficiently with diethylaluminum cyanide to produce the corresponding complexed propargyl nitriles and cyanohydrin derivatives, respectively.A convenient procedure for preparing propargyl nitriles and α-alkoxy propargyl nitriles from propargyl alcohols and acetylenic acetals using this methodology is described.
